Saltwater Journal

An Easy Guide to the 8 Best (And Funnest) Small Sailboats to Learn to Sail

Two small sailboats cruising in calm water

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It’s no accident most of the world’s top professional sailors got their start in small boats. But for those of us that missed the boat learning to sail as a kid, here’s the great news — there’s no age limit on learning to sail! And you don’t need to eye up an F50 foiling catamaran in SailGP to have a good time either. Whether you’re 24 or 40, sailing small boats can provide a much needed escape and open up a whole new world of practical skills, fun on the water and break from work and routine. 

If you're looking to enjoy the tranquillity of cruising on a lake or exploring the coastline, or have your sights set on the vast expanse of the open ocean, mastering the art of a sailing dinghy is a rewarding and affordable way to begin your sailing adventure. But how do you know which is the best boat for you? And where do you try one first? And how much will it cost?

In this article, you’ll get answers to all the FAQs about learning to sail so you can feel confident to give it a go. And we’ll look at the 8 best, most fun small sailboats for you to try!

FAQs: Why can’t I learn on a big boat? What are the benefits of learning in a small boat? Is learning to sail expensive? Where can I try a small boat out first? How much does a small boat cost? Where can I buy a small sailboat? What’s the best small boat for me?

8 Funnest Small Sailboats to Learn to Sail: 1. Optimist 2. Flying Junior (FJ) 3. RS Feva 4. Laser 5. Sunfish 6. 420 7. Wayfarer 8. Hobie Cat

Women sailing small boats in a regatta

Small boats are better than big boats for learning to sail in

Why can’t I learn on a big boat? 

You can! Plenty of sailors have learned to sail through crewing on bigger keeler boats. But I 100% recommend starting out in sailing dinghies for many reasons:

They’ll teach you more quickly how the boat moves in wind

You’re in control and your own actions and adjustments are immediate and obvious (you’ll learn quicker what went wrong, or right!)

You’ll experience the effects of those in a safe environment, with no major consequences – aside from getting wet!

What are the benefits of learning in a small boat?

Small boats are good for your budget.

Sailing dinghies are an awesome way to give sailing a go without a big investment up front. After all, you want to make sure you enjoy it first right? Smaller boats are much cheaper to buy, maintain and repair, and store.

It’s fun for everyone

Get your family, or a group of mates involved — it’s an awesome way to spend time together mucking about in the water. On a small boat, it’s quick and easy to set up to give it a go and have a great laugh. Small boat sailing’s a pretty fun summer session — and if you’ve got kids doing it with you — that’s the kind of fun experience they’ll remember forever #memories.

You’ll experience tiller steering

A small sailing dinghy has tiller steering — that’s a long lever attached directly to the rudder (as opposed to a steering wheel, which is connected via a mechanical, electrical, or hydraulic system). The benefits of learning to sail with a tiller is that you’ll start to immediately feel if the boat is out of balance, compared to wheel steering which is less intuitive. Your ability to feel the boat responding and keep wind, sail and boat position in balance will be more sensitive learning with a tiller.

You can give racing a go

Sailing small boats may just ignite your competitive spirit with racing regattas! There are many different classes of sail racing offered through most clubs, from dinghy sailing through to keeler races. While many at a high-level do have age class brackets, there are still plenty of options to get involved with at any age. There are plenty of women only sailing events if you’re keen to get involved for the first time . 

Is learning to sail expensive?

Only if you buy a big boat ! Learning to sail doesn’t have to cost a lot. There’s likely a local club nearby that runs affordable adult and family friendly learn to sail classes — either for a one off course fee, or as part of the club membership. Most clubs have an ageing membership and are actively encouraging new people to sail so membership fees are kept as low as possible. They’re especially supportive of the younger generation!

Regarding sailing gear, don’t rush out and buy any expensive sailing gear until you get a feel for sailing, your style of boat, and what the conditions are like for your area. Then you can better choose a wet weather jacket and sailing gear that’s going to suit you. I do recommend you invest in a pair of sailing gloves early on though ( see my top glove picks here )

Where can I try a small boat out first?

Look for a local club with Learn to Sail classes — you’ll be able to get out on the club boats and try those. Most have a fleet of Sunfish (or similar) dinghies to learn to sail and race in. Once you’re comfortable and the sailing bug has bit (it’s catchy and sorry I don’t have the cure) you can look to buy a small boat of your own.

How much does a small boat cost?

Anywhere from $100 to $12,000US depending on the age and type of boat. It’s highly likely you can pick up a used sailboat for a good price, but if you want to spend more (and deck your boat out with the latest high-specs) — you’ll be able to! Remember with costs you will need to factor in the transportation or storage of your boat too. For example, you may need to buy a trailer to transport your small boat, or pay rental to a local marina or yacht club to store this onsite.

Where can I buy a small sailboat?

If you’re looking for a second hand boat, sailing clubs often have small boats available to sell — whether they’re retiring some of their own fleet, or there are members who have upgraded. Keep an eye out on club noticeboards, newsletters or ask around. If you’re in the Learn to Sail classes, you’ll likely meet someone who knows someone who’s got the boat for you!

Alongside my detailed list of the best places to buy a used boat , here are the most popular websites that sell small sailboats:

Boats.com (International) Sailsport Marine (USA) Dinghy Shop (USA) Apollo Duck (UK) Dinghy Mart (UK) Kajiji (Canada) Boat Sales (Australia) Gumtree (Australia) Trademe (New Zealand)

What’s the best small boat for me?

For beginners, selecting the right boat to buy is crucial, as it can make the process of learning more manageable and enjoyable. That’s why I recommend trying a few boats out through a local sailing club first. It’s good to know about the common types of small boats and how they’re different from each other, so now we’ll explore some of the best small boats on which you can learn the ropes and sail with confidence. Note: Sailing dinghies are specifically designed to be sailed by a certain number of crew, and sail at their optimum speed with maximum boat and crew weight ranges (this is more important in racing class rules). For example, adults usually skip the Opti dinghy (usually sailed by under 15’s) and go straight to a bigger size sailboat like the Sunfish or Laser. To guide you on boat size and if you’re looking to sail on your own or with others, I’ve included the length of boat over the water, and indication of number of people and sails onboard.

8 Popular Small Sailboats to Learn to Sail In

Optimist dinghy.

Young girl sailing in an optimist dinghy

Smallest of the dinghies is the Optimist

Length: 7.67ft / 2.34m Designed for 1 or 2 kids or petite adult, 1 sail

The Optimist dinghy, commonly referred to as the Opti, is a globally recognized sailboat that has introduced countless young sailors to the world of sailing. Its compact size, stability, and simplicity make it an ideal vessel for beginners, especially children. With a single sail and a manageable rigging system, the Opti allows newcomers to grasp the fundamentals of sailing without feeling overwhelmed. Moreover, its buoyant hull design ensures safety, instilling confidence in young sailors as they navigate the basics of wind dynamics and boat control.

2. Flying Junior (FJ)

Two sailors in a flying junior sailboat

Fly along in the FJ

Length: 13.22 ft / 4.03m Designed for 2 crew, 2 sails

The Flying Junior , commonly referred to as the FJ, is a robust and agile sailboat designed for both training and competitive sailing. Its sturdy build, stability and responsive rigging system make it an ideal choice for beginners eager to explore the dynamics of wind and water on a more challenging vessel. With a two-person crew, the FJ emphasizes teamwork and communication, fostering a sense of camaraderie and shared responsibility among novice sailors. Its performance-oriented design encourages learners to master the art of sail trim and weight distribution, preparing them for the intricacies of competitive sailing and more advanced boat handling techniques.

small sailboat adventures

Catch sailing fever in the RS Feva

Length: 13.3ft /4.05m Double-handed dinghy for pre-teens and parent / child teams, 3 sails

The RS Feva is a modern sailboat renowned for its user-friendly design and versatility. With a spacious cockpit and a manageable rig, the RS Feva accommodates both single-handed and double-handed sailing, catering to a diverse range of skill levels and preferences. Its responsive nature and forgiving hull promote a comfortable learning experience, allowing novices to focus on refining their sailing techniques without feeling overwhelmed. The RS Feva's emphasis on adaptability and performance makes it a popular choice for sailing schools and families looking to embark on an engaging and rewarding sailing journey together.

small sailboat adventures

Sharpen your sailing skills with the Laser

Length: 13.88 ft / 4.23m Designed for 1 crew, 1 sail

There are different Laser designs, however the Laser International is an Olympic class dinghy and widely acclaimed small sailboat known for its versatility and sportier performance. While it may appear more challenging compared to the Optimist and Sunfish, the Laser is an excellent option for individuals seeking a more dynamic sailing experience. Everything you need to know about sailing can be learned on this boat. With its responsive nature and adjustable sail controls, the Laser allows beginners to develop a deeper understanding of sail trim and boat balance. The popularity of the Laser International highlights the versatility of a boat — from learning to sail to getting involved in the racing scene.

small sailboat adventures

Fun in the sun with the Sunfish

Length: 13.9ft / 4.24m Designed for 1 or 2 crew, 1 sail

The Sunfish is a super popular choice for those starting their sailing journey. Its uncomplicated design and ease of handling make it an excellent option for novices who want to develop their skills in a straightforward and stress-free manner. With a single sail and a simple setup, the Sunfish promotes a hands-on approach to sailing, allowing beginners to understand the impact of wind and water currents on the boat's movements. Its stability and responsive nature make it an enjoyable vessel for learning to tack and jibe, two fundamental techniques in sailing.

420 sailboat

Any time is a good time for enjoying the 420

Length: 13.9ft / 4.2m Designed for 2 crew, 3 sails

The 420 sailboat is a favoured choice for sailing schools and clubs worldwide, renowned for its balanced design and versatility. With a responsive rig and a moderate sail plan, the 420 offers a smooth transition for beginners progressing from smaller boats to slightly larger vessels. Its two-person configuration fosters teamwork and communication, encouraging novices to develop coordination and cooperation while honing their sailing skills. The 420's manoeuvrability and stability make it an excellent platform for learning advanced techniques, such as trapezing and spinnaker handling, laying a strong foundation for future sailing endeavours. This racing dinghy holds status as a World Sailing International Class .

7. Wayfarer

Two sailors in a Hartley Wayfarer sailboat

Start your travels on the sea with the Wayfarer

Length: 16ft / 4.82m Designed for 1-4 crew, 3 sails

The Wayfarer cruising dinghy , built by Hartley Boats is renowned for its sturdy construction and versatile design, stands out as an ideal small sailboat for families and sailing enthusiasts seeking a reliable vessel for both leisurely cruising. It’s the most stable dinghy too! With its spacious cockpit, responsive handling, and adaptable seating arrangements, the Wayfarer offers a stable and predictable sailing experience, accommodating various crew sizes and sailing preferences. Its enduring popularity, strong class association, and supportive community make it a beloved classic in the world of small sailboats, embodying a perfect blend of performance, comfort, and inclusivity for sailors of all levels.

8. Hobie Cat

Hobie Cat on a beach in the sunshine

Start a fun hobby with the Hobbie Cat

Length: 16.7ft / 5.04 m Designed for 1 or two crew, 2 sails

For those drawn to the thrill of catamarans, the Hobie Cat (such as the 16 model) offers an exciting platform for beginners to delve into the world of multihull sailing. With its twin hulls and trampoline design, the Hobie Cat combines stability with speed, providing an exhilarating sailing experience for novices eager to explore the nuances of handling a more complex vessel. While it may require a steeper learning curve compared to traditional monohull boats (it’s harder to tack/change direction upwind), the Hobie Cat rewards learners with its ability to harness the wind and speed across the water. This makes it an enticing option for those seeking an adventurous introduction to sailing! Its asymmetrical hulls eliminate the need for dagger boards and is the perfect beach-launching catamaran. If you’d like to see these in action, here’s a great beginner video series for learning to sail Hobie Cats . 

All of these 8 small boats will give you a fun new sailing experience and help you to understand the relationship between wind dynamics, sail control, and boat balance. I have no doubt you’ll find one here that suits your goals and lifestyle. They’ll all give you an incredible foundation for future sailing in bigger boats.

There is a balance between finding the right boat for you, and not overthinking it. Most importantly, the best small boat is one that you have access to right now! Or the one you can manage yourself and will get you out on the water as soon as possible, learning and having fun.

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Small Ship Cruises

A white and blue small ship cruise seen with a zodiac behind it cruising toward the ship, with tall tan shoreline mountains behind in the distance

Are you ready for an immersive journey where adventurous activities meet remote waters—and likeminded fellow passengers become friends. No crowds, no strict routes… time to explore. Meet your new favorite travel style, small ship cruising, and the experts at AdventureSmith Explorations who are equipped to help you find your best match.

ON THIS PAGE – Small Ship Cruises : Type of Small Ship Cruises Why AdventureSmith 2024 & 2025 Cruises – What’s New Small Cruise FAQ Where to Cruise Read Cruise Reviews

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Authentically Small Cruises

We emphatically believe that the core definition of a small ship cruise is one where guests can get off the ship away from port. While some may consider a ship with 500 or even 1,000 guests small, in reality, the logistics of operating off-vessel activities like hiking, kayaking and snorkeling require that the ship be under 250 guests.

Adventure Cruises

While every small ship cruise has a heavy dose of adventure, a growing segment can be called adventure cruises. The hallmark of an adventure cruise is a focus on off-vessel activities such as hiking, kayaking, snorkeling, stand-up paddleboarding, camping, diving and more, with twice daily excursions. Actively explore off the ship by day in the company of expert naturalist guides. Each evening, return to your small ship for a hot shower, a glass of wine with a delicious meal and a comfortable cabin while the ship cruises to a new active location.

Expedition Cruises

Expedition cruises focus on the exploration of remote wilderness. An expedition is defined as a journey or voyage undertaken by a group of people with a particular purpose. The hallmark of an expedition cruise is a sense of exploration and scientific learning. Purpose-built expedition ships bring you to some of the most remote and pristine places on Earth. Journeys like North Pole expeditions , Falkland Islands & South Georgia cruises and Northwest Passage voyages are all examples of this growing segment of small ship cruising.

Small Luxury Cruises

If you’re looking for top-tier service, amenities and fine dining while aboard, let us point you to the best in luxury small ship cruises. Small luxury cruise ships feature suites that are often larger than other small boats, and include private balconies or floor-to-ceiling ocean views. Add to that top-rated naturalist guides with high crew-to-guest ratios and you are set up for a premium sailing experience. View our curated Galapagos luxury cruises , Alaska luxury cruises and Antarctica luxury cruises pages for an example of what to expect in our most popular destinations.

small sailboat adventures

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The Best Small Ship Cruises Start with AdventureSmith

Small cruises are what we do, and we do it well. Find the best small ship cruise with our expert insight and firsthand experience aboard small boat cruises worldwide.

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Work with one dedicated U.S.-based specialist to purchase & prepare for your small ship cruise.

We match you with trusted small cruise ships, averaging only 40 guests worldwide.

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Our small cruises include guided snorkeling, kayaking, hiking & skiff rides.

The Largest Selection of Small Ship Cruises for 2024 & 2025

Find more than 300 small cruise itineraries listed with AdventureSmith Explorations. Each is vetted by our operations team, and most have been tested by our staff. We highly recommend travelers book early for the best small ship cruises in 2025 and 2026. Get in touch today to secure your space.

Up to Date on Trends & New Ships

AdventureSmith is a resource for both travelers and the media looking to cover this growing segment in the travel industry. Trends for 2025 small ship cruises include more focus on wilderness exploration in even more remote reaches of the world thanks to advances in expedition ships (cue the new Douglas Mawson , Le Commandant Charcot & the helicopter-equipped Ultramarine ).

Visit our media page for even more trends and new releases, or consult our dedicated pages for the latest on 2025 small Alaska cruises , 2025 Galapagos cruises and the 2025 and 2026 Antarctica cruise seasons . Or better yet, sign up for our newsletter to ensure the latest in small ship cruising hits your inbox.

Only the Best Small Ship Cruise Lines

We have partnered with the top small ship cruise lines on earth. We work with large, well-established small boat cruise operators and smaller, locally owned, boutique outfitters that are off the radar of most travelers. Research our list of the best small ship cruise lines by viewing our travel partners . We boast the premier small ship cruise collection.

Top Value & Deals

It’s more than just the “percent off” with AdventureSmith. It’s about achieving your bucket-list travel goals without sacrificing your experience to save a few dollars. Browse our selection of  small ship cruise deals , then talk to our team about the best value for your particular needs. Our deals are continually refreshed with the best cruise discounts, offers and sales on small ship voyages worldwide. Our team will help you plan right from the start, so you get both the best price and the best adventure cruise experience.

Our Founder Is an Industry Pioneer

Our Founder, Todd Smith , helped pioneer the first adventure cruises on Alaska small ship cruise itineraries to include off-vessel activities in wilderness locations. And he’s now a Conde Nast Traveler -awarded top travel specialist. View 12 more reasons to book with AdventureSmith .

Trust Us. We’ve Been Aboard

What are small boat cruise cabins like? How calm are the seas? Which cabin should you book? Read our many small ship cruise reviews to get insider specifics on your cruise, ship or destination of interest.

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Small Ship Cruise FAQ

Whether you are new to small boat cruising or a small-ship veteran seeking to just learn more, we’ve compiled our most frequently asked questions here to inform and inspire as you explore this incredible way to travel. Read this small ship cruise FAQ to find out if your burning question is a common one, or contact one of our adventure cruise specialists anytime to ask an expert direct about cruises on small ships.

For us, the sweet spot for a small ship cruise is around 8 to 250 passengers to maintain what we feel is the true hallmark of small ship cruising: active, immersive, off-the-ship, off-the-grid travel.

Depends on who you ask, and who is traveling. We sure think so since small ships connect you with the destination better than larger ships. To learn more and find out what size ship is best for you, read our Big Ship vs. Small Ship: What Is the Difference?

Since word “best” is entirely subjective to each individual traveler’s style, amenity needs, travel group and activity level, let our experts help you narrow down the many small cruise ships sailing today. Any ship you see on the AdventureSmith Explorations website has been vetted and tested, and our team is adept at matchmaking travelers to their own “best” ship. If you want some suggestions, see our curated pages for luxury ships: Galapagos luxury cruises , Alaska luxury cruises and Antarctica luxury cruises .

Unlike larger ship cruise lines that sail worldwide, many small ship cruise lines have carved out a niche in their destination. Each of the small ship cruise lines has its own style of travel that’s best for different travelers. For instance, UnCruise Adventures offers more active adventure than most, while Lindblad Expeditions has a reputation for superior expedition leaders, many affiliated with National Geographic. Quark Expeditions has a long history of polar expeditions and Quasar Expeditions has a penchant for historic yachts in the Galapagos Islands. We work with many of the biggest and best companies in small ship cruising, as well as many smaller family-owned-and-operated vessels that are off the radar of most travelers. View our selection of the best small ship cruise lines hand picked by our experts. We pride ourselves on suggesting the best small ship cruise lines for you.

Small ship cruise travelers are interesting, engaged, active and educated people seeking meaningful up-close encounters with the wonders of nature and culture, just like you. From couples to families to solo travelers, small cruise passengers are savvy travelers who have done the research and are seeking to escape the mass tourism market for something more sustainable and rooted in a destination. They want to experience a place, not just see it!

Most likely not. We have found over the years that travelers who find and book cruises on small ships tend to be likeminded. You’ve done a lot of research to get to this point, dismissing large ships, amusement parks and resort hotels. Most other travelers have done similar research and ended up at the same conclusion: that small boat cruises suit them. Guest compatibility typically comes naturally, and you’re off the ship much more than a larger cruise ship itinerary.

Absolutely! The level of family friendliness depends on the vessel, destination and small ship cruise line, but there are lots of options to cruise with children and teenagers worldwide. We generally suggest adventure cruises for kids age six or older. Read more about our family cruises , including testimonials from our family travelers and further resources for booking a family adventure cruise.

Nearly all small ship cruise lines we partner with have at least one naturalist guide aboard, but guide counts will naturally increase with the passenger count. If you have a particular learning topic of interest, look for themed departures that bring aboard guest hosts and special programming on photography, history, marine biology, food/wine or wellness. Or look to National Geographic branded ships that bring aboard professors, authors, scientists, researchers, photographers and expedition crew that are experts in their fields.

While most small ship cruises travel close to shore or in protected waters where seasickness is not an issue, some ocean-going expedition cruises can encounter rough seas. Ocean conditions vary widely depending on the destination, season, weather, type of ship, route and many other factors. AdventureSmith’s unbiased staff experts can help you to determine if a particular small cruise itinerary is right for you, and savvy travelers can educate themselves on ways to combat seasickness by reading our comprehensive guide on How to Prevent & Treat Seasickness . Enjoying the ocean view with your eye on the horizon is one of the best tips!

Yes! We agree that the best type of small ship cruise review is a personal referral. Ask us to put you in touch with someone who has traveled to your destination with similar interests as you, or aboard the small boat cruise you are inquiring about. You can also read reviews on our trip pages; simply look for the Testimonials and Expert Review sections.

The best time to take cruises on small ships all depends on where in the world you want to go! Our team has compiled a Small Ship Cruise Calendar to assist travelers in seeing the bigger timing picture for some of our most popular destinations. If your travel dates are flexible, consider a region’s seasonality. Prices can vary considerably from the peak season, so look at early or late seasons for the most affordable pricing. River cruises can often have high- and low-water seasons you can consider. Or you may choose based on particular interest like the best time to view whales, when baby penguins are hatching or to align with the warmest water temperatures for snorkeling and swimming. View our Small Ship Cruise Guide resources for more information and inspiration by destination.

All small ship adventure cruises include off-vessel excursions with a focus on exploring the environment up close and viewing wildlife. Many of our cruise itineraries include guided light hiking and easy sea kayaking or snorkeling, and sometimes alternative activities such as stand-up paddleboarding, camping, scuba diving, skiing and even river rafting. Each and every activity is optional, and the naturalist/guides aboard every ship will help passengers to determine if an activity or excursion is right for them. A fun part of the AdventureSmith booking process is that we take your activity level into consideration before you go; our team will assess your activity interests and match you with the best adventure cruise for your travel style.

Yes, similar to traditional larger-ship cruises, you can simply book an individual cabin aboard a small ship. In fact, 75% of our travelers choose to book individual cabins this way: on a set departure. We also connect travelers in groups as small as 8 guests with charter cruises . Choose this charter option to book the entire ship and help set its route and onboard programming for the duration of your trip. Our most popular destinations for chartering your own ship include Galapagos Islands yacht charters , Mediterranean yacht charters and Alaska yacht charters .

In general, small ship cruises cost more than their big-ship cruise counterparts, but the experience is so inclusive and immersive that the dividends to you are much greater and the total costs can end up being comparable. Ultimately, how much a small cruise costs all depends on where you want to go, the size of the vessel you are on and its amenities. All cruise and land tour pricing listed on the AdventureSmith Explorations website is the cost per person , in USD, and our rates depending on the destination start at around $200-$500 per day. This price often varies based on how many persons are sharing the cabin, transfer or tour, as well as any small ship cruise deals to factor in.

Just like a hotel room, you can expect to pay more to book a cabin as a single traveler. But there are exceptions. Some small ships offer dedicated single cabins, but most ships instead have double-occupancy cabins that can be booked for dedicated single-use with a single supplement charge. This supplement is essentially a a discount on paying for the full double-occupancy cabin. In many destinations, there is the possibility of waiving the single supplement by agreeing to a “cabin share,” wherein you are paired with a fellow traveler of the same gender in a cabin. This is especially popular on Antarctica cruises , where you will often find many cabin and pricing options for single travelers.

Common inclusions with a small cruise cabin fare are onboard meals and guided activities during the itinerary. Common exclusions from the cabin fare are airfare (international or domestic), gratuities, alcoholic beverages and insurance of any kind. But there are exceptions to each of these. For example, many of our small boat cruises have included alcoholic beverages, and some of our Mediterranean cruises have nights free at ports of call so you can dine on your own off-ship. Included and excluded services vary from cruise to cruise, and are always listed in the “DETAILS” section of each itinerary listed on our website. These can be discussed further with your AdventureSmith Specialist upon booking.

Start exploring

Where Will You Choose to Small Ship Cruise?

From the Americas, Asia and the Pacific, to Europe and the polar regions, the expedition cruise destinations offered by AdventureSmith are unmatched by any other travel company. Are you ready to actively explore away from tourist crowds, without sacrificing comfort, safety or the environment? Learn about small boat cruising destinations below or head straight to find a cruise .

North America

Alaska Glacier Bay Baja California Canada East Coast Hawaii Pacific Northwest

Central America

Belize Caribbean Costa Rica Panama

South America

Amazon Chile Ecuador Galapagos Islands Patagonia Peru

Polar Regions

Antarctica Arctic Greenland Iceland North Pole Svalbard

Croatia Greek Islands Northern Europe Mediterranean

Asia / Pacific

Australia Indonesia New Zealand Pacific Islands Southeast Asia

Hear About Small Cruises from Our Travelers

We loved the small ship experience, with onboard staff accommodating our group's differing ages and needs. We booked our trip through AdventureSmith after reading online evaluations. So glad we did.

Everything more than met expectations - the boat was wonderful, the wildlife was abundant, the naturalists and crew were friendly and knowledgeable, and we saw penguins swimming, calling, and even mating!

That was easily one of the best vacations I've ever had. Seeing wildlife was really cool. We enjoyed seeing Sawyer Glacier, Baird Glacier, hiking and many things we would never have seen on a big cruise ship.

We loved everything about our trip. Opatija was our favorite. Every island on the cruise was amazing. We loved them all. We've always wanted to experience Croatia. This was a perfect way to see some much of it.

We most enjoyed flying over the Drake Passage - left more time to enjoy Antarctica. We chose a small vessel with only 68 passengers. It was an amazing experience, and I really liked being on a smaller vessel.

The trip was awesome. When I started looking at cruises, I couldn't get the idea of the small boat and personal service out of my mind. It was well worth the extra money. So glad we didn't go on a big ship.

Please note: The primary ship(s) operating the mentioned itinerary can change from year to year, so the ship this guest cruised on may no longer be sailing this exact route.

We booked our trip through AdventureSmith after reading online evaluations. So glad we did. This was our first cruise and we wondered about booking directly through an operator versus involving an additional layer with AdventureSmith. We would do it again, as we found AdventureSmith to be definitely value added in every way. Our Adventure Specialist was endlessly helpful and patient, booking the cruise for 8 people ages 6 to 73, coming from 3 different locations, and required vegetarian and gluten free menus for several. 

We loved the small ship experience, with onboard staff accommodating our group's differing ages and needs. Glaciers, Zodiacs among sea lions and eagles, whale viewing, pilot whales and great naturalists all were special.

Our fellow passengers were personable and well matched. I think the nature of the trip, with Nat Geo, attracts passengers with similar interests very well, so the group was simpatico. There were also several other children in the mix which was good for the kids in our group.

Accommodations Review

The Sea Bird is a small ship, so naturally accommodations were small, but we enjoyed the limited number of passengers and ability to know crew and staff.

Meals Review

Good variety and accommodation for special food needs of the vegetarians, small child and gluten free passengers in our group. 

Crew & Guides Review

Rab, the group leader, was engaging, knowledgeable and always enthusiastic. He also was excellent at addressing individual requests. We enjoyed Kyle, the bartender, who was always welcoming and especially attentive to the 6 and 8-year-olds on our trip. The naturalists Andy and Jared were outstanding both in their expertise and their willingness to socialize with guests and answer all questions.

AdventureSmith Explorations Review

Our Adventure Specialist was exceptionally helpful during our rather more complicated preparations involving travelers from 3 locations and various ages and special needs. She was always available for any questions. She also successfully managed to have a lost item returned to us after the cruise. Any travel issues prior to departure were addressed by AdventureSmith expeditiously and knowledgeably. An A plus experience. 

Traveler Advice

No kidding, you really do need the rubber boots! It is a temperate rain forest environment, so just bring the wet gear and know that rain or shine it will be a fabulous destination.

Featured in this Traveler Review

  • Exploring Alaska's Coastal Wilderness
  • National Geographic Sea Bird

I brought my 11-year-old son on this trip because he had a rough year with his parents splitting up, and he has always had an obsession with penguins. Everything more than met expectations - the boat was wonderful, the wildlife was abundant, the naturalists and crew were friendly and knowledgeable, and we saw penguins swimming, calling, and even mating! My son has never learned to swim due to a severe fear of putting his face in the water, but he was so enamored of the islands that he was able to overcome his fear and learn to snorkel. Genovesa Island was a miracle of wildlife. Sea kayaking along the cliffs was wonderful, as we could see all the animals and the cliffs themselves were beautiful. Snorkeling with penguins, sea turtles, and sharks was amazing. 

La Pinta was the perfect size and very comfortable. We chose La Pinta because of the size of the ship (not too big or too small), the itinerary (north islands), planned activities for kids, and the availability of a glass-bottom boat. Not a big fan of Quito, but that was a necessary stop. The recommended hotel in the old town area was wonderful.

Lots of options, all of them excellent. Staff worked very hard to accommodate my picky son's whims and were extremely respectful of my choice to be vegetarian.

The naturalists aboard La Pinta could not have been more professional or knowledgeable. We appreciated Paul sitting with us at lunch and getting to know us personally, and Dennis's enthusiasm about Charles Darwin was contagious. We enjoyed having several guides with different perspectives, but they were all phenomenal.

Nick M. was friendly, attentive, communicative, and very helpful. I handled much of it myself (transportation), but the portion handled by AdventureSmith all ran very smoothly, which was much appreciated.

Don't put it off - everyone tells me it's on their bucket list. My son wanted to see penguins, and I was not willing to travel to Antarctica so the Galapagos was the next best option. 

  • La Pinta Galapagos Cruises

That was easily one of the best vacations I've ever had. Seeing wildlife was really cool. We enjoyed seeing Sawyer Glacier, Baird Glacier, hiking and many things we would never have seen on a big cruise ship. Snorkeling was a little disappointing, especially because we had to pay more for it. The visibility was not great and we really didn't see that much.

The rooms were really small but that was to be expected. The beds were comfortable and the rooms were clean.

The meals were excellent. Breakfast, lunch, and dinner were all included and we never left the table hungry.

Every crew member was professional, informative and fun. They were so knowledgeable and happy to answer any questions. They payed attention to what people wanted out of the trip. Bethany, Chris the bartender, Phil, Sarah and Paul took good care of us especially. Tucker who drove our skiff boat, the captain and the first mate were very informative as well.

Very informative. AdventureSmith helped us know what to expect and what we needed (and didn't need) to bring. Great trip and overall experience, I would recommend AdventureSmith to anyone looking for a vacation.

  • Alaska Fjords & Glaciers
  • Wilderness Discoverer

The ship was beautiful. Very comfortable. We loved being on a small ship. A small group and everyone just connected. We loved everyone on our ship.

Food was awesome. The only thing we think we'd liked to have improved, is more variety at breakfast. Maybe add some smoked salmon.

Josaphina was amazing. Great attitude, easy to understand and very knowledgeable.

Transportation Review

Picked as scheduled.

They gave us everything we needed to be prepared for our trip. Very helpful. Thank you for an awesome vacation.

We most enjoyed flying over the Drake Passage - left more time to enjoy Antarctica. Loved the colours of the ice, the penguins (not the smell!!), seals, whales and birds. We chose a small vessel with only 68 passengers. We chose the kayaking option, which was brilliant. It was an amazing experience, and I really liked being on a smaller vessel.

Comfortable 3 person cabin. Very clean.

Buffet style breakfast, lunch. Dinner served, 3 choices.

All staff on the boat were friendly, knowledgable, and helpful. All the other passengers were interesting and polite. Great fun!

Good advice was well presented. Any questions were answered promptly.

  • Antarctica Air Cruise
  • Magellan Explorer

The trip was awesome. [The experience we enjoyed the most was] the day we started seeing whales spouting in the distance and the captain stopped the boat for a few hours while we watched at least 2 dozen whales. One of the whales seemed to be putting a show on for us with dives and multiple tale waves over and over. This was a sunny day in Alaska, and they brought the happy hour out to the sundeck while we watched the whales.

Alaska has been somewhere we wanted to go for some time. When I started looking at cruises, I couldn't get the idea of the small boat and personal service out of my mind. It was well worth the extra money. So glad we didn't go on a big ship.

Our room was above the engine. We didn't let it bother us, but there was some noise. We chose the least expensive of cabins, so it is understandable. The accommodations are small in the cheaper cabins, but they cleaned them every day; we weren't in the rooms except to sleep. The vessel was awesome.

Nothing could be improved, the meals were awesome.

The enthusiasm, knowledge, and professionalism of the guides were all top notch.

  • Wilderness Explorer

The Largest Selection of Small Boat Cruises

Ready to get aboard? AdventureSmith Explorations offers small ship cruises, expedition cruises and adventure cruises worldwide, aboard ships carrying 8 to 250 guests. Start exploring our most popular small boat cruise itineraries, then let our Adventure Specialists be your ultimate guide to selecting and booking your route. Our team is known for our personalized service, unbiased knowledge and personal experience on smaller ship cruises. Come explore with us!

This 8-day cruise between Juneau and Ketchikan, Alaska, features a visit to Misty Fjords National Monument and many opportunities to explore the back passages and narrow waterways of the most remote areas of Southeast Alaska’s Inside Passage. Board 76-guest Wilderness Discoverer to view massive glaciers and fjords and experience true Alaskan wilderness.

A life-enriching adventure that redefines luxury expedition cruising. Part of the esteemed Relais & Chateaux collection, the prestigious 20-passenger sister ships Origin, Theory & Evolve provide an intimate voyage with exceptional itineraries and refined gastronomy in the Galapagos Islands.

This 10- or 11-day Classic Antarctica expedition cruise to the Antarctic Peninsula and the South Shetland Islands boasts more time on land for guests thanks to accommodation aboard the 88-guest Ushuaia, one of the smallest ships operating in Antarctica.

Contact Us - Small Ship Cruises

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Why UnCruise?

We don't just take you to see a destination; we immerse you in it. From participating in exhilirating kayak excursions to induldging in gourmet sea-to-plate meals, the UnCruise Adventures crew is committed to providing you with an incredible experience you won't find anywhere else.

Current Offers

Whale-sized savings in 2024 & 2025. Applies to select sailings only.*

Alaska 2025

2024 prices + 10% savings

Warm Weather 2024

10% off any cabin category*

2025 Group Savings

5% off groups of 6 or more

Featured Destination

Darwin's Discoveries: The Galapagos Islands

Encounter wildlife found nowhere else in the world! Our 7-night Galapagos Islands cruise takes you to seven islands and islets aboard our luxurious cruise ship La Pinta.

Popular Warm Weather Destinations

Hawaiian seascapes.

Kona to Molokai (or reverse)

Ship: Safari Explorer

From: $5,900 USD/per person

Baja California's Whales & Sea Life

Round trip La Paz

Ship: Safari Voyager

From: $5,500 USD/per person

In Steinbeck's Wake: An Epic Voyage Through the Sea of Cortez

From: $6,500 USD/per person

Alaskan Adventures

Alaska was the birthplace of UnCruise Adventures and it continues to be wide open for exploration. Twenty-five years later, innovation continues to be at the core of our motto. We’re serious about your fun and driven by a commitment to leaving the charted course and really experiencing what the Last Frontier has to offer.

Have questions?

Our Adventure Specialists are here to help! Reach out by phone or email and we will answer your questions and get you booked. Click the button below for contact information.

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Sailing cruises

Sailboat on the water in the tropics under bright blue skies

Is there a better feeling than clipping through the waves with the sun on your face? Or watching stars come out over the Aegean Sea with a glass of champagne?

Sailing holidays don’t have to be an intimidating tangle of ropes, nautical jargon, and sea monsters –  not with Intrepid.  Whether you’re a fresh-faced novice or an old salt with callouses on both hands, we’ve got a sailing trip to suit you. Be as involved as you like. Help navigate, tack, and steer; or simply kick back on deck with a copy of Moby Dick and let the world float by. These are small groups on small boats, but with big adventures.

Our skippers have years of experience sailing the high seas. There’s no one better to show you the ropes (literally).

These sailing vacations aren’t confined to the ocean blue. There’s plenty of time scheduled on land to see the sights and check out the local culture.

Our yachts are well looked after and regularly maintained and on day one, the captain will also conduct a safety demonstration.

If you'd like to pick up some sailing skills, your skipper can show you how. If not, just relax, kick back on deck and soak up some ocean breezes.

We strive to use travel as a force for good. That’s why we choose to give back to the communities we visit, carbon offset all our trips and take our social and environmental responsibilities seriously. We’ve been officially certified as the world’s largest travel B Corp, which means when you choose Intrepid Travel, you can rest assured you’re traveling to improve the planet.

From the famous landscapes of Phang Nga Bay to the pristine beaches of Koh Phi Phi (and all of the remarkable islands in between), a sailing adventure through southern  Thailand  promises to produce some of your favorite travel memories ever. Relax on golden sand, take a dip in sparkling turquoise waters, and cast your eyes upon natural wonders you’ve only ever seen photos of. 

There are some destinations in this world that were made for sailing and the  Galapagos Islands  is one of them. Whether you want to spend your time spotting the islands’ diverse array of wildlife (think spiky marine iguanas and giant turtles) or simply relax on the boat with a drink in hand as the Pacific Ocean goes by, a boat tour around the Galapagos is sure to be one for the highlight reel. 

Sailing your way down the  Italian  coast is guaranteed to be a unique adventure you’ll never forget thanks to a variety of stops featuring pastel villages clinging onto rugged cliffsides, scattered ancient ruins from a lost empire, and tantalizingly blue waters you want to get lost in. From wandering through olive groves to laying out on pebbled beaches, cruise the sparkling Mediterranean at your leisure. 

On a trip to Europe,  Croatia  is a must-see but when figuring out how best to explore this Mediterranean country, sailing is the way to go. Whether you want to wander through medieval towns, lose yourself in sparkling blue waters, explore unvisited treasures or indulge in this epic country’s traditional cuisine, you’ll be in utter paradise from the minute to step foot onto your own private yacht – all aboard! 

When it comes to sailing in  Europe , we like to go classic. A single-hulled, 50-foot yacht gives you a taste of traditional Mediterranean sailing, not to mention it looks pretty spiffy in pictures too. A typical Intrepid vessel may come with three twin/double cabins, as well as a couple of single berths. You’ll have a recreation lounge, kitchen, three shared bathrooms and plenty of deck space for lazing around and looking fabulous.

When it comes to sailing in  Asia , catamarans are the way to go. They’re smooth, comfortable, and nimble enough to reach those out-of-the-way cays and little island inlets. The twin hull means there’s plenty of space to stretch out –perfect for those balmy evenings and lazy afternoons. Most of the catamarans in our fleet have four twin/double cabins, three shared bathrooms, a galley (that’s nautical talk for kitchen) and a small living area. There’s even kayaks and paddleboards for those that want to get a little active (and bean bags on deck for those that don’t!)

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Croatia Sailing Adventure: Split to Dubrovnik

Greece Sailing Adventure: Cyclades Islands

Do I have to help sail the boat?

You don’t have to lift a finger if you don’t want to (unless you need to turn the page of your novel or eat a grape). But if you’d like to learn the ropes, that’s fine too. Your expert skipper can teach you everything you’d like to know – from tying knots to unfurling the sails.

How much time is spent off the boat?

There’s about a 30/70 split between land-based and water-based activities on our Asia sailing trips. In Europe this is closer to 50/50 however some evenings will be spent in port or a marina. Much of this depends on the weather conditions. There are usually at least a few hours each day spent exploring ports, trekking the surrounding areas or relaxing on beaches. Of course, depending on location, there will always be the chance to wine and dine at the local hot spots. 

What will my fellow travellers be like?

We have travelers of all ages and nationalities traveling with us. Approximately 60% of our travelers are single travelers, followed by a mix of friends traveling and couples. The minimum age of travelers on our trips is 18, or 15 if accompanied by an adult. We don’t have a maximum age as we believe those choosing a sailing adventure are like-minded regardless of age.

Who decides the rooming configuration?

Your skipper will allocate rooms on arrival to the boat. Single travelers will be paired up with another passenger of the same sex, and this may mean sharing a double mattress or twin mattresses side by side.

What are the sleeping arrangements like?

This is our most common question. People are often hesitant about the idea of sharing a double mattress with another traveler of the same sex. Sailing boats tend to be very compact (and we use real sailing boats), and the close-quarters nature of this travel is part of the adventure.

Sleeping quarters are designed to utilize the minimum amount of space in order to keep the communal areas as big as possible. In practice, lots of travelers end up sleeping out on deck under the stars, as it’s warm and there’s no air conditioning on a sailing boat.

Our boats have a mix of double, twin (two separate beds or two separate mattresses side by side), bunks, triple and quad cabins. Each trip will have further information about the sleeping arrangements in the Essential Trip Information.

Can I get a cabin to myself?

Yes. Single supplements are available on all trips subject to availability. A single supplement is normally twice the regular price, however where trips have inclusions such as meals there is a slight reduction in the supplement price. If you are interested in having a single supplement please contact us to check availability and price.

Do the cabins have ensuites?

On many boats bathroom facilities are shared, however some boats have ensuites in each cabin that allow two people to share one bathroom. Our monohull yachts in Europe will have no more than two cabins sharing a bathroom. Most of our catamarans have four cabins and four bathrooms, however these bathrooms are shared between travelers and crew. Check the Essential Trip Information of your trip for more specific details about your boat. Fresh and hot water is available for showers, and toilets are either electronic or hand pump.

Will I get seasick?

Seasickness comes in a variety of forms. Common symptoms include fatigue, uneasiness, dizziness, and headaches. The majority of these symptoms usually subside after taking some time to adjust (usually a few hours to a day). Paracetamol tablets can help ease the transition. Heavy seasickness, characterized by vomiting, is uncommon, and it can be treated using medication. There are also a number of other self-management techniques you can try – such as sitting out in the fresh air, drinking ginger tea or watching the horizon. 

For more information about beating seasickness, click  here . 

What will I eat?

Our Thailand sailing trips all feature an onboard chef who will prepare three delicious meals each day, plus snacks. In Europe, we operate with a trip kitty* that everyone contributes to. This is because there’s so much great local produce to taste in each place that it makes a lot of sense to buy food at each stop! This kitty will cover some of your food and beverage costs. On all our trips there will be an opportunity to enjoy a meal at a local port – we’ll be able to show you where all the good tavernas are. Please check your Essential Trip Information for more specific details.

*See below for information about what a kitty is

What about alcoholic drinks?

You are welcome to drink on board - in fact, nothing enhances a sunset more than a gin and tonic – however alcohol is BYO (bring your own). So make sure you buy what you need before departure. Some of our boats have alcoholic drinks on board that are available for purchase at local bar prices. Drinking water is free of charge.

How much luggage should I take?

Due to the compact size of the boats and the sometimes rocky nature of a sailing trip, it is advisable that you bring fabric/canvas luggage. It’s a good idea to pack light as there will usually be a gap between the boat and pier. While the skipper or a fellow traveler can give you a helping hand, you’ll need to be able to lift your bag onto the boat.

What should I pack?

Sailing trips are a little different to regular group tours. There’s a finite amount of space on the boat, so it’s best to leave the grand piano, pet llama and foldout four-person mattress at home. Same goes for bulky suitcases, ten pairs of shoes and the surfboard.

This isn’t designed to be a comprehensive packing list, but it’ll get you thinking like a real sailor.   

A medium-sized fabric bag that can be flattened or stored easily

A small day pack for shore excursions

Some flip flops or deck shoes that can get wet

Sunscreen, sunglasses and a hat

Seasickness tablets (just in case)

Swimmers (don’t worry about the snorkel and fins – we provide those)

Waterproof camera (for those sweet underwater shots)

A light weatherproof jacket (just in case of high seas or seasonal showers)

For a more detailed packing list please refer to the Essential Trip Information of your trip. 

What are the arrival and departure times?

These will vary from trip to trip – be sure to check your Essential Trip Information for more specific details. Some sailing trips will head out to sea on the afternoon of the first day. Others will remain in port overnight, however we still ask that you join the trip at the requested time as the skipper will need to deliver a welcome and safety briefing. On our Europe trips the skipper will organise a visit to the supermarket after the meeting to buy provisions for the trip. All travelers will have an input into the provisions, which will be purchased from the kitty*.

Please note that due to sailing being a heavily weather-dependent activity, sometimes itineraries may need to change. We recommend allowing an additional night at the beginning and end of the trip to ensure nobody misses any onward flights.

*see ‘What is a kitty’ for more information.

What is a kitty?

A kitty is a fund or pool of money that all travelers can choose to contribute to at the beginning of a trip. It’s not compulsory however we’ve found pooling the group's money in one place makes it easier to arrange non-included group meals and tips where necessary. You'll usually eat most breakfasts and some lunches and dinners onboard the boat, so it's best to buy supplies from a nearby supermarket or grocery store at the beginning of each trip. For meals off the boat, our skippers will suggest locally-run restaurants that specialise in local produce and delicacies.  

What is the maximum group size?

The maximum passenger capacity on our yachts changes depending on which country you are sailing. Here’s a quick breakdown, but you can always find more specific details in the Essential Trip Information of each trip.

Greece: 8/11 

Croatia: 8 

Montenegro: 8 

A day in the life of a Greek Island sailing trip

Greece vs Croatia: Where to travel next?

All you need to know: Snorkelling in the Great Barrier Reef

From business suits to swimming shorts: the life of a skipper in the Greek Islands

Which Greek Island is right for you?

Myth conceptions: 5 Greek Islands that mythology lovers shouldn’t miss

How to do the French Riviera on a budget

How a night on a Turkish boat taught me the real meaning of Intrepid

  • The Ultimate Guide to Small Sailboats: From Dinghies to Ocean Cruisers

Ahoy there, maritime enthusiasts! Are you tired of being a landlubber and ready to take on the open waters? Have you ever caught yourself daydreaming about sailing into the sunset but thought that owning a sailboat was only for the wealthy or the experienced? The good news is that small sailboats are here to prove you wrong. Easy to maneuver, affordable, and incredibly fun, these little vessels offer a world of possibilities for novices and veterans alike. So, why not set sail on this journey and explore what small sailboats have to offer?

Types of Small Sailboats

Dinghies are like the hatchbacks of the sailing world—compact, practical, and surprisingly versatile. Usually measuring under 15 feet, they are the go-to boats for sailing newbies to cut their teeth on. Why? Because they're affordable and easy to manage. Think of a dinghy as your first bicycle—sure, you'll fall a few times, but the lessons learned are invaluable.

If a dinghy is a hatchback, then a daysailer would be your sporty coupe—ideal for a fun day out but not really for a week-long journey. These boats are a bit larger, typically ranging from 15 to 25 feet, and can comfortably accommodate 4 to 6 people. They're perfect for sailing close to shore, having a picnic on the water, or enjoying a beautiful sunset.

Looking for something a bit unique? The catboat could be your feline friend on the water. These boats are known for their single mast and mainsail, making them easier to handle. They’re the sort of boat that likes to lounge lazily in shallow waters but can also pick up the pace when needed.

Features to Consider When Buying

Hull material.

The hull is like the foundation of a house—if it's not strong, everything else fails. Generally, you'll find hulls made of fiberglass, wood, or even aluminum. Each material has its pros and cons. For instance, fiberglass is durable and low-maintenance but can be expensive. Wood offers a classic look but requires more upkeep.

Would you prefer manual or automatic transmission in a car? Similarly, the rig type of your sailboat affects your sailing experience. You might opt for a simple sloop with one mast and two sails or maybe a cutter with an additional headsail for better balance. The choice is yours.

Length and Beam

Here's where size really matters. The length and beam (width) of your boat will significantly impact its stability, storage capacity, and how it handles in different water conditions. It's not always that smaller is easier to handle; sometimes, a slightly larger boat offers better stability and amenities.

Advantages of Small Sailboats

Affordability.

Let's face it—owning a boat isn't cheap. But small sailboats make the dream more accessible. Not only are the upfront costs generally lower, but ongoing maintenance expenses like docking fees, cleaning, and repairs are also more manageable. It's the difference between owning a high-end sports car and a reliable sedan—both can be fun, but one is undoubtedly easier on the wallet.

Maneuverability

Remember the first time you parallel parked a car? Now, imagine doing that with a 40-foot boat! Small sailboats shine when it comes to maneuverability. They're easier to steer, quicker to respond, and a breeze to dock, making them perfect for navigating through narrow channels or crowded marinas.

Low Maintenance

Less is more when it comes to boat maintenance. Smaller surface area means fewer places for dirt and grime to hide, making cleaning easier. Not to mention, smaller engines (if your boat has one) mean less complicated mechanical problems to solve. It's like owning a plant that only needs water once a week—low commitment, high reward.

Popular Small Sailboats

Remember the Volkswagen Beetle of yesteryears? Compact, easy to manage, and immensely popular—that's what Sunfish is to the world of small sailboats. Whether you want to race or just sail leisurely, this boat is a versatile choice that won't disappoint.

For those who crave a bit more adrenaline, the J/22 is like the sports bike of small sailboats. Known for its speed, agility, and performance, this boat is a favorite in racing circles. It's agile enough to make quick turns yet sturdy enough to handle a variety of sea conditions.

Catalina 22

If you're looking for the minivan of small sailboats—functional, family-friendly, and reliable—the Catalina 22 is for you. Ideal for weekend trips with the family, this boat offers a cabin for shelter, a cooking space, and even a small toilet. It's a floating home away from home.

Small Sailing Yachts for Sale

Where to buy.

Buying a boat can be like buying a car; there are various avenues available. You can go through dealerships, check out classified ads, or even explore online platforms like Boat Trader or YachtWorld. Just like you wouldn't buy a car without a test drive, make sure to do a sea trial before making a purchase.

Price Range

The cost of your new aquatic venture can vary widely depending on the size, brand, and features. You might find a used dinghy for as low as $1,000 or a top-of-the-line daysailer that costs over $20,000. Therefore, it's crucial to budget not just for the initial purchase but also for the ongoing costs like maintenance, insurance, and docking fees.

(To be continued...)

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Small bluewater sailboats, definition and features.

When it comes to small sailboats, not all are built for the big leagues, aka open-ocean sailing. However, some compact beauties are fully capable of taking on the mighty seas, and these are commonly referred to as "bluewater sailboats." These boats generally have reinforced hulls, deep keels for added stability, and more robust rigging systems. They also often come with advanced navigation and safety features like radar and autopilot systems.

If you're serious about open-ocean sailing but don't want a massive boat, brands like Nor'Sea and Pacific Seacraft have some excellent offerings. These boats might be small in size (often under 30 feet), but they are big on features and sturdiness, designed to withstand challenging sea conditions.

Boats for Cruising

Characteristics.

A cruiser is like a comfortable sedan equipped for a cross-country road trip. Similarly, cruising boats are designed for longer journeys and typically feature amenities like sleeping cabins, cooking facilities, and even bathrooms. However, small cruising sailboats make these comforts available in a compact form, ensuring you don't have to compromise on luxury while also enjoying the benefits of a small boat.

The market offers various models to suit different cruising styles. If you prefer a classic, vintage look, the Bristol series offers some wonderful choices. Those who want a more modern flair might gravitate towards Hunter or Beneteau models. No matter your preference, there's likely a small cruising sailboat that fits the bill.

Very Small Sailing Boats

What makes them unique.

We're talking about boats usually under 10 feet, often even as small as 6 or 7 feet. These are the "motorbikes" of the sailing world—quick, nimble, and perfect for a joyride, albeit on water. What they lack in amenities, they make up for in sheer fun and the ability to go places bigger boats can't.

Very small sailing boats are perfect for specific types of water activities. You can use them for fishing, exploring secluded inlets, or just enjoying a peaceful day on the water. They are also excellent for teaching kids the basics of sailing due to their simplicity and ease of handling.

Small Ocean Sailboats

Ocean-capable small boats.

Yes, you read that right—there are small sailboats designed for ocean sailing. Unlike their cousins confined to more tranquil waters, these boats have features that make them seaworthy. However, don't assume that any small boat can be taken on an ocean voyage. Specific design features are essential for this kind of challenging adventure.

Essential Features

So what makes a small sailboat ocean-worthy? For starters, a strong hull designed to take on challenging sea conditions. You'd also want a deep keel for stability, a robust rigging system to withstand high winds, and multiple fail-safes like backup navigation systems.

Small Ocean Cruisers

Adaptability.

Ocean cruisers in a small size offer the best of both worlds—they are versatile enough for both coastal cruising and open-ocean voyages. These boats are like your all-terrain vehicles, capable yet compact.

Pros and Cons

While adaptable, small ocean cruisers may lack some of the luxury or speed that larger yachts can offer. However, their versatility and ease of handling often make them a popular choice for those who like a variety of sailing experiences.

Small Cruising Sailboats

Ideal for beginners.

If you're a rookie in the world of sailing, a small cruising sailboat could be your best bet. These boats are typically easy to handle, straightforward to maintain, and offer enough amenities for short trips—making them an ideal starting point.

Popular Models

If you're new to cruising, a couple of models might catch your attention. The Compac 16, known for its easy handling and classic look, is often recommended for beginners. Another excellent option is the Catalina 18, which offers a bit more room without compromising ease of use.

Setting sail on a small sailboat opens up a world of opportunities—whether you're a seasoned sailor looking for a weekend thrill or a beginner aiming for a long-term commitment to the sea. Understanding the types, features, advantages, and options in the small sailboat market will help you make an educated choice. The sea is vast and welcoming, offering adventures and tranquility alike, and a small sailboat can be your perfect vessel for exploration.

So what are you waiting for? Take a look at our range of charter boats and head to some of our favourite  sailing destinations.

FAQs: more about Small Sailboats

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Best Small Cruising Sailboats

Best Small Cruising Sailboats | Life of Sailing

‍ Key Takeaways

  • Affordable cruising sailboats offer comfort and fun without a large investment.
  • Models like the Catalina 22 and Hunter 27 balance space and ease of use for family.
  • Making an informed choice on a budget-friendly sailboat hinges on matching features.

‍ If you want to navigate the seas without breaking the bank, you do need the best budget small cruiser sailboats, perfect for both novices and seasoned sailors.

The best budget small cruiser sailboats include the Catalina 22 for its versatility, Hunter 27 for durability, Beneteau First 20 for performance, West Wight Potter 19 for compactness, Compac Sun Cat for ease of use, MacGregor 26 for adaptability, and Jeanneau Sun Odyssey 349 for comfort and style.

As a seasoned sailor with years of navigating diverse waters, I've had the privilege of steering through the world's most enchanting seas. Sharing insights from firsthand experiences, I offer guidance that's not just based on facts but seasoned with real-life adventures. Together, we'll uncover the secrets to mastering the waves, ensuring you're well-equipped for your nautical journeys.

Table of contents

‍ Best Budget Small Cruiser Sailboats

Embarking on the quest for the ideal budget-friendly cruiser sailboat might feel like navigating through a maze of countless options, but pinpointing the right vessel is key to setting sail without capsizing your finances.

You don't need a treasure chest to enjoy the freedom of the open water; with an array of compact cruisers on the market, there's a vessel suited for every sailor's needs that balances affordability, comfort, and performance.

Understanding the unique characteristics of these budget-friendly cruisers is the compass that will help guide you in making an informed choice. It’s not solely about affordability; it's about finding a sailboat that can offer you that quintessential sailing fun.

Here's a comparison of the key features of the best budget small cruiser sailboats:

Model Length Beam Draft Displacement Sail Area Price Range
22 ft 8 ft 2 ft - 5 ft 2,490 lbs 229 sq ft $15,000 - $25,000
27 ft 9 ft 11 in 3 ft 5 in 7,500 lbs 321.25 sq ft $20,000 - $50,000
20 ft 8 ft 2 in 2 ft 4 in - 5 ft 11 in 2,535 lbs 269 sq ft $35,000 - $60,000
19 ft 7 ft 6 in 1 ft 6 in - 3 ft 1,225 lbs 136 sq ft $10,000 - $25,000
Compac Sun Cat 17 ft 4 in 7 ft 3 in 1 ft 2 in 1,500 lbs 150 sq ft $15,000 - $25,000
MacGregor 26 26 ft 7 ft 9 in 1 ft - 5 ft 9 in 2,255 lbs 235 sq ft $10,000 - $30,000
Jeanneau Sun Odyssey 349 34 ft 5 in 11 ft 3 in 4 ft 10 in 11,773 lbs 613 sq ft $150,000 - $200,000

1. Catalina 22

{{boat-info="/boats/catalina-22"}}

If you're diving into the world of sailing with a keen eye on budget and size, the Catalina 22 checks many boxes. As a small cruiser that balances comfort, versatility, and affordability, it is considered a classic staple in the sailing community.

Specifications

  • Length: 21'6"
  • Beam: 7'8"
  • Draft: 2'0" (board up), 5'0" (board down)
  • Displacement: 2,490 lbs.
  • Ballast: 800 lbs.
  • Sail Area: 205 sq. ft.

Performance

The Catalina 22 sails with grace. Its fiberglass hull and well-designed keel offer stability and smooth handling, making it an ideal sailboat for beginners and seasoned sailors alike. You'll find it quick to maneuver and responsive at the helm, qualities that bolster your sailing confidence.

What Sets It Apart

With features like a spacious cockpit, a cozy cabin, and a pop-top galley for extra headroom, the Catalina 22 elevates the compact cruising experience. Its versatility shines, serving both as a casual day sailor and a capable pocket cruiser for overnight adventures.

Recent Updates

In its modern iterations, significant updates include an enhanced rigging system and improved sail controls. These upgrades bring the Catalina 22 in line with contemporary sailing standards while preserving its timeless appeal.

  • Offers great value for its size and features
  • Comfortable for small family cruising
  • Suited for both day sailing and short cruises
  • Its size may challenge extended cruising plans
  • Not designed for demanding racing scenarios

Who Should Buy It

The Catalina 22 is an excellent choice for you if you're a beginner eager to learn, a sailor on a budget, or a small family looking to create lasting memories on the water.

Where To Buy It

Ready to make the Catalina 22 yours? You'll find it available through official Catalina dealers and respected used boat marketplaces.

2. Hunter 27

{{boat-info="/boats/hunter-27"}}

When you're out on the market for a blend of affordability and reliable performance in a small cruiser sailboat, the Hunter 27 stands out. It’s specifically designed for those with a passion for sailing but have a tight grip on their budget.

  • Beam: 9ft 11in
  • Draft: 3ft 6in
  • Ballast: 2,000 lbs
  • Displacement: 7,400 lbs
  • Sail Area: 386 sq ft

The Hunter 27 promises an admirable balance of comfort and speed, ensuring your sailing experience is both enjoyable and efficient. With a modern underbody and an easy-to-manage sail plan, you'll find this boat to be responsive and stable, whether you're cruising along the coastline or venturing out a little further.

What really makes the Hunter 27 a gem in the pocket cruisers category is its ingenious use of space. Boasting a spacious cockpit to keep your crew comfortable, this model ensures fun on the water doesn't mean a compromise on space or safety. Its fiberglass construction adds to its sturdy reputation.

Recent iterations of the Hunter 27 incorporate more modern gear and amenities, upgrading not just the sailing performance but the overall comfort on board. These updates draw a clear line in the sand, separating the Hunter from its competitors.

  • Roomy interior for a small cruiser
  • Stable performance under various conditions
  • Ideal for family or small crew outings
  • Limited space can challenge onboard storage
  • Smaller sail area compared to larger cruisers affects speed

If you're a family or a small group looking to dip your toes into sailing without splashing out on a luxury yacht, the Hunter 27 could be the vessel for you. It’s also an excellent choice for those seeking a trailerable boat that doesn’t skimp on the liveaboard experience.

To secure a Hunter 27, reach out to authorized dealers or check the listings on sailing community forums. For the latest models, visiting the official Hunter Marine website provides you with all the updated information and contact details you need to purchase the boat.

3. Beneteau First 20

{{boat-info="/boats/beneteau-first-20"}}

When you're out to conquer the waves without breaking the bank, the Beneteau First 20 emerges as a staunch ally. This sailboat marries high performance with affordability, embodying the spirit of adventure for both new sailors and seasoned veterans craving a smaller, more manageable vessel.

  • Length Overall (LOA): 20'1"
  • Beam: 8'2"
  • Draft: 2'4" (lifting keel)
  • Displacement: 2,755 lbs
  • Sail Area: 248 sq ft

For a boat its size, the Beneteau First 20 is notoriously agile and quick on the water. With every design tweak aimed at enhancing speed, she doesn't compromise on stability, making it a delightful daysailer or an enthusiastic entry-level racer.

The Beneteau First 20 stands out for its modern design and equipment, offering you comfort and safety in a compact vessel. This sailboat blends the thrill of sailing with the ease of handling, ensuring you get maximum enjoyment whether you're solo or with family.

More aggressive, stylish look and improved balance between performance and habitability

  • Compact size for easy maneuverability and storage
  • Cost-effective without skimping on quality
  • Limited space may not suit long-duration sailings
  • Less room for gear compared to larger cruisers

The Beneteau First 20 is the perfect buy for beginners eager to learn and for those downsizing from a larger boat but not willing to give up on zest and performance.

If you want this boat, seek out Beneteau dealers through its official website or charter services for purchasing or experiencing the First 20.

4. West Wight Potter 19

{{boat-info="/boats/west-wight-potter-19"}}

The West Wight Potter 19 is acclaimed for its compact design and remarkable capabilities as a cruiser sailboat. Perfect for you whether you're an expert sailor or just starting out, it combines ease of handling with the comfort essential for the best small cruising sailboats.

  • Hull Material: Fiberglass
  • Length Overall: 18'9"
  • Beam: 7'6"
  • Draft: Keel Up: 6" / Keel Down: 3'7"
  • Mast Height Above Water: 22 feet
  • Ballast: 300 lbs
  • Displacement: 1225 lbs
  • Sail Area: 158 sq. ft.

This compact cruiser is remarkable for its stability and handling in various conditions. Its speed is competitive for a sailboat its size, ensuring you have a lively time on the water.

Versatility and ease of transport are hallmarks of the West Wight Potter 19. As a trailerable sailboat, it promises adventure without the constraint of a single body of water.

Recent models have introduced modern equipment and upgrades in the galley and cockpit for improved comfort and convenience, ensuring a blend of traditional and contemporary needs.

  • Easy to transport by road
  • Designed for secure family outings
  • Equipped for preparing meals on board
  • Compact design caps the amount of storage
  • More modest compared to larger cruisers

If you're a sailing enthusiast in need of a traileable, versatile, and affordable sailboat, the Potter 19 is meant for you. It's ideal for both solo excursions and family adventures.

The best place to purchase a West Wight Potter 19 is through reputable boat dealers like YatchHub . Always ensure you are dealing with an authentic, trusted seller.

5. Compac Sun Cat

Recently, the Com-Pac Sun Cat has received attention for its balance between cost-efficiency and uncompromised sailing performance, perfect for those on a budget.

  • Hull Type: Monohull
  • Construction: Fiberglass
  • LOA (Length Over All): 17' 4"
  • Beam (Width): 7' 3"
  • Draft: 1' 2" board up / 4' 6" board down
  • Displacement: 1,500 lbs
  • Sail Area: 150 sq ft
  • Mast Height: 20'

Let's talk about how the Sun Cat sails. Generally considered lively for a compact cruiser, it harnesses light winds with ease and delivers a stable ride in choppier conditions. Its relatively wide beam contributes to its stability, and with no spreaders to worry about, setup and takedown times are significantly reduced.

The Sun Cat's design emphasizes simplicity and functionality, targeting both the novice sailor and the seasoned mariner looking for hassle-free sailing adventures. This boat's ease of trailering adds to its appeal, especially for those looking to explore a variety of sailing environments without the constraints of a mooring.

Recent models of the Sun Cat have seen enhancements in their cabin comfort and rigging efficiency, ensuring they stay competitive and appealing to sailors. Existing owners can often retrofit these improvements, demonstrating the manufacturer's commitment to the model's longevity.

  • Easy to trailer
  • Simple to rig and sail
  • Limited space for liveaboards
  • Heavier mast can be challenging for some

If you're a day sailor or weekend cruiser, the Com-Pac Sun Cat aligns with your lifestyle. Its setup is intuitive, making it a solid choice for beginners, while its performance and charm won't disappoint seasoned sailors.

The best place to buy a new or used Sun Cat is directly from Com-Pac Yachts or a licensed dealer.

6. MacGregor 26

{{boat-info="/boats/macgregor-26"}}

When you're scouring the market for a trusty and affordable cruiser sailboat, the MacGregor 26 stands out as a remarkably versatile option. It merges sailing fun with budget-friendliness.

  • Length Overall (LOA) : 25 ft 10 in
  • Beam: 7 ft 9 in
  • Draft (Board up/down): 12 in / 5 ft 9 in
  • Displacement: 2,255 lb (water ballast)
  • Sail Area: 321 ft²

Let's talk about what it feels like to skipper a MacGregor 26. With its sails catching the wind, you'll experience a balance of stability and responsiveness.

  • It delivers steady performance under sail.
  • Power sailing is possible with a suitable outboard motor.

Why pick the MacGregor 26, you ask? Here's the scoop. It's truly one of a kind.

  • The combination of sailing and powerboat capabilities is unique.
  • Its transportability opens up your sailing adventures to myriad locations.

Keen on knowing the latest? The newer models of the MacGregor 26 have significant improvements aimed at enhancing your sailing experience.

  • Upgraded standing rigging for increased durability.
  • Enhanced hull designs for better stability and speed.
  • Easy to trailer and maneuver on land
  • Simplifies getting in and out of the water
  • Can be used as both a sailboat and a motorboat
  • Suitable for various water activities, from cruising to fishing
  • Hybrid nature may not appeal to sailing purists
  • Performance may not match up to specialized sailboats
  • Water ballast system requires careful management
  • Can be sensitive to incorrect loading

You're probably wondering if the MacGregor 26 is the right fit for you.

  • Ideal for sailors looking for a multipurpose vessel.
  • Great for those with storage constraints who still want to enjoy the sailing lifestyle.

Interested in making a MacGregor 26 yours? You can purchase directly from an authorized MacGregor sailing dealership .

7. Jeanneau Sun Odyssey 349

The Jeanneau Sun Odyssey 349 is a small cruiser that delivers big on both comfort and performance. It is designed to be an affordable option for sailors who seek a compact boat without sacrificing the amenities typically found on larger vessels.

Dimensions & Measurements:

  • LOA : 33'11"
  • Beam: 11'3"
  • Draft (Shoal/Deep): 4'10" / 6'5"
  • Displacement: 11,773 lbs
  • Sail Area: 613 sq ft
  • Fuel Capacity: 34 gallons
  • Water Capacity: 54 gallons
  • Cabins: 2-3
  • Standard Engine: Yanmar 21 HP
  • Optional Engine: Yanmar 30 HP

The Jeanneau Sun Odyssey 349 boasts a plumb bow and hard chine that starts before the boat's maximum beam—features that enhance stability and speed. Its twin rudders ensure responsive handling, making it a joy to sail in various wind conditions.

What really makes this sailboat stand out is its perfect balance between size, performance, and comfort. With innovative design features such as a long waterline and wide beam, you get a quick, seaworthy boat that doesn't skimp on living space.

In recent iterations, Jeanneau has emphasized easy handling, with features like twin rudders and a simplified sail plan. These updates cater to both seasoned sailors and newcomers eager to take their first bluewater cruise.

  • Stable and comfortable under sail
  • Spacious interior for its size
  • Easy to single-hand with a well-designed cockpit and manageable sail plan
  • Might feel underpowered with the standard engine in strong currents
  • Interior storage can be limited for long voyages

If you're a solo sailor or a small family looking to adventure without the need for a crew, the Jeanneau Sun Odyssey 349 could be your ideal cruiser. It's built for those who love to sail and want a boat that's as easy to manage as it is inviting.

When it comes to purchasing a Jeanneau Sun Odyssey 349, your best bet is to visit an authorized Jeanneau dealer through their official website .

Sustainability in Small Cruiser Sailboats

In our quest for the perfect blend of adventure and value in small cruiser sailboats, there's an often-overlooked aspect that's gaining momentum: sustainability. As sailors, our connection to the sea is profound, and it's only natural we play our part in preserving its beauty.

Renewable Energy on Deck

  • Harnessing Nature's Power: The latest trend in small cruiser sailboats isn't just about cutting costs; it's about reducing our carbon footprint. Solar panels and wind turbines are becoming common sights on cruisers, providing clean energy to power everything from navigation instruments to lighting. Imagine sailing under a starlit sky, knowing you're leaving the smallest ecological wake possible.
  • Eco-Friendly Propulsion: Electric motors are on the rise, offering a silent and emission-free alternative to traditional diesel engines. Coupled with renewable energy sources, they promise a future where sailing is not only about embracing the wind but doing so with minimal environmental impact.

Sustainable Materials and Practices

  • Beyond Fiberglass : The boat-building industry is exploring sustainable materials like flax, bamboo, and recycled plastics. These alternatives not only reduce the reliance on fossil fuels but also offer durability and a lighter footprint on our oceans.
  • Antifouling Innovations: The battle against hull-dwelling organisms has historically relied on toxic antifouling paints. However, new non-toxic coatings and ultrasonic systems are proving to be game-changers, protecting marine life while keeping boat hulls clean and efficient.

The Ripple Effect of Sustainable Sailing

  • Community and Conservation: The sailing community is uniquely positioned to contribute to marine conservation efforts. From participating in beach clean-ups to practicing responsible anchoring, every small action contributes to a larger impact.
  • Educating Future Sailors: Sharing knowledge and practices around sustainable sailing fosters a culture of conservation. Workshops, sailing clubs, and online forums are fantastic venues for exchanging tips on eco-friendly sailing, and building a collective commitment to our blue planet.

Frequently Asked Questions

Picking out the perfect small cruiser sailboat on a budget comes with several questions. We've gathered the most common inquiries to help you make an informed decision whether you're just starting out, planning solo voyages, or looking for value without sacrificing quality.

What should I look for in a pocket cruiser sailboat for beginner sailors?

Starting your sailing journey can be thrilling. Look for a pocket cruiser that promises ease of handling, reliability, and comfort. Stability should be top of your list to ensure confidence as you learn. A well-designed cockpit with user-friendly controls makes it easier to master sailing basics.

Which small sailboats are best for single-handed cruising adventures?

For those who dream of sailing solo, the Ranger 26 is a great choice. Boats built for single-handing should have accessible rigging, autopilots, and robust safety features. The Beneteau First 28 is another vessel that combines performance with single-handed functionality.

How do I find a high-quality cruising boat under 30 feet without breaking the bank?

Striking a balance between affordability and quality can be tricky, but not impossible. One approach is to seek out models known for retaining their value. Your search could include the Nonsuch 30 , which offers considerable space and durability within this size range.

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America's East Coast Small Ship Cruises

America’s East Coast cruises offer a diverse and enriching cruise experience, with itineraries that range from the sunny shores of Florida to the historic ports of New England and the maritime beauty of Canada. Here’s an overview of what you might expect on an East Coast cruise:

Southern Charm and Sunshine

  • Florida: Many cruises along the East Coast kick off from Florida’s vibrant ports such as Miami, Fort Lauderdale, or Port Canaveral. Key West is the southernmost point of the continental U.S. is famous for its laid-back atmosphere, historic sites like Ernest Hemingway’s home, and the vibrant Duval Street.

Historic Seaports and Cities

  • Charleston, South Carolina : Known for its well-preserved architecture, rich history, and hospitable people, Charleston is a favorite stop. Visitors can explore the historic district, visit Fort Sumter, or enjoy the local cuisine.
  • Savannah, Georgia : Similar to Charleston, Savannah offers a glimpse into the South’s Antebellum past with its beautiful public squares, moss-draped oaks, and restored historic homes.

Mid-Atlantic Marvels

  • Baltimore and Annapolis, Maryland : These ports offer access to American naval history and the charms of Chesapeake Bay. Annapolis, with its historic Naval Academy, and Baltimore’s Inner Harbor are highlights.
  • Washington, D.C. : Some itineraries may include a stop or excursion near the nation’s capital, where passengers can visit iconic sites like the Smithsonian museums, the National Mall, and U.S. Capitol.

New England Elegance

  • Boston, Massachusetts : The cradle of American independence, Boston offers historical tours along the Freedom Trail, visits to the USS Constitution, and the modern attractions of the bustling Seaport District.
  • Newport, Rhode Island : Famous for its Gilded Age mansions and the America’s Cup yacht race. The Cliff Walk and tours of palatial homes like The Breakers offer glimpses into the opulent past of American high society.

Canadian Connections

  • Halifax, Nova Scotia : This friendly maritime city offers rich history, including connections to the Titanic disaster and the 1917 Halifax Explosion. The rugged coastal beauty and the historic Citadel Hill are must-sees.
  • Saint John, New Brunswick : Known for the reversing falls and close to the Bay of Fundy, which boasts the world’s highest tides. Nature excursions and seafood culinary experiences are plentiful here.

Seasonal Spectaculars

  • Fall Foliage Cruises : These cruises are particularly popular for their stunning views of autumn’s vibrant colors along the New England and Canadian coastlines. Ports like Bar Harbor, Maine, offer access to Acadia National Park and its spectacular natural beauty.

America’s East Coast cruises cater to a wide range of interests, from sun-seekers and history buffs to nature lovers and foodies, making it a versatile and rewarding cruising destination.

America's East Coast Cruise Itineraries

Lighthouse, Portland, Maine

Maine Coast and Harbors Cruise

On this 8-day Maine Coast and Harbors Cruise sailing roundtrip from Portland, ME, travel to charming ports famous for their shipbuilding, as well as to beautiful national parks with magnificent views and abundant wildlife. Explore quaint historic districts and charming villages, and dine on the freshest, locally sourced seafood prepared by our team of master chefs.

Lobster Shack, New England

New England Islands Cruise

On this 8-day New England Islands cruise sailing roundtrip Providence, RI aboard the 90-passenger American Star and 100-passenger American Liberty , immerse yourself in the rich history and culture of New England, from New Bedford, MA, once known as the whaling capital of the world, to Newport, RI, home to mansions of the Gilded Age.

Boston, Massachusetts

Grand New England Cruise

On this 15 Day Grand New England Cruise aboard the 100-guest American Glory , travel along the picturesque waterways of New England that tell the story of American history, from the Mayflower’s landing to the Boston Tea Party. A centuries-old shipbuilding tradition lives on here in shipyards along the shoreline and schooners that adorn the harbors.

Charleston, South Carolina

East Coast Inland Passage Cruise

On this 15-day East Coast Inland Passage cruise sailing between Jacksonville/Amelia Island, FL and Baltimore, MD, cruise through a rich past that has influenced our country since the days of early exploration.

Florida Oranges

Great Rivers of Florida Cruise

On this epic 8-day Great Rivers of Florida cruise sailing roundtrip Jacksonville, FL, explore the charming towns, impressive wildlife, and native scenery on this exciting river cruise through northern Florida.

Hudson River Fall Foliage

Hudson River Fall Foliage Cruise

On this 8-day Hudson River Fall Foliage Cruise sailing roundtrip New York City, NY, delight in the kaleidoscope of colors on this enchanting journey along the Hudson River. Witness the rich reds, bright oranges, and golden yellows that flood its shores during the vibrant autumn season.

Chateau Frontenac, Quebec

Canada and New England Fall Foliage

On this captivating 11-day Canada and New England Fall Foliage cruise between Portland, ME and Quebec City, QC aboard the Pearl Mist , discover the most sought-after Canadian locations, as well as many of Pearl Seas Cruises favorite colorful destinations along the New England coast.

Canadian Lighthouse along a coastline

Canadian Maritimes and St. Lawrence Seaway

This amazing 16-day Canadian Maritimes and St. Lawrence Seaway cruise aboard the 210-guest Pearl Mist explores the most magnificent regions of Canada and Maine. Peruse the picturesque downtown of Bar Harbor, before visiting the stunning natural landscapes of Acadia National Park.

The ship National Geographic Explorer in Baddeck, Nova Scotia, Canada

Canadian Maritimes and Newfoundland

On this 10-day Canadian Maritime and Newfoundland cruise roundtrip from St. Johns, Newfoundland aboard the 148-passenger National Geographic Explorer , sail into Eastern Canada’s breathtaking natural beauty.

Chesapeake Bay

Chesapeake Bay Cruise

This 7-day Chesapeake Bay cruise sailing roundtrip from Baltimore, MD abounds in history and culture. From the vibrant harbor of Baltimore, travel to Yorktown, Williamsburg, and Jamestown, known as the “Historic Triangle.”

Williamsburg, Virginia

American Revolution Cruise

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Home » Blog » Travel » Small sailboat, small budget, BIG adventure

Small sailboat, small budget, BIG adventure

By Author Guest Post

Posted on Last updated: December 4, 2021

small cruising sailboat

“I’m a twenty-year-old sailor, but I would identify as an old salt.” says Cooper VonAchen. Cooper is preparing to sail from California to Mexico and the South Pacific, but he’s gone about it differently: namely without a big boat, fancy electronics, complicated systems, or even a marine head! “I preach simplicity and truly voyaging under sail… not your diesel.” Today, he shares how he equipped his small sailboat with old technology so he could afford to go cruising while he’s young.

The ultimate “Go small, go simple, go now” cruising philosophy

People tell me there are all kinds of things I “must-have” in order to go cruising: an electronic chart plotter, autopilot, etc.… But when I hear people launching into this ever-growing list of items, I find myself thinking, “That would be nice, but I want to go now.”

Being only twenty years old, I haven’t had a lot of time to work and save for the ideal cruising machine, “Go small!” people told me. However, I quickly discovered that “small” doesn’t always mean affordable.  For example, a Dana 24 is an amazing small cruising sailboat, but you would be hard pressed to find one for under 30K.  A 28 ft. Bristol Channel cutter can easily cost upwards of 100K dollars!  How about one of the handful of small bluewater boats that fall into the category of “Go small, go simple, go now,” but cost an outstanding amount of money?  How does someone young and broke afford one of these “small” sailboats?  You can’t.

My solution was to go small in size and price. That may sound like complete idiocy; everyone would love to find a sweet little boat and pay next to nothing for it. I bought my Canadian Sailcraft 27, a rugged, wide-beamed, seaworthy design (and the cutest boat you’ll ever see in an anchorage or marina) for 8,000 dollars.  I would say that is next to nothing for a small cruising sailboat.  All of her standing rigging is brand new, she has a lightly used Yanmar diesel, there isn’t any delamination or water in the decks, and she came with a full set of sails, including a brand-new mainsail.  You can’t ask for much more than that for $8,000.  But this took constant searching and looking for a boat that was in my price range and wasn’t complete junk.

Looking for a cheap sailboat? Check-out How to find cheap boats for sale on Craigslist  and the best places to look for used boats.

This wasn’t a one-off however. There are numerous small sailboats out there that aren’t considered to be bluewater cruisers that can easily get the job done. The Newport 30 MKII is a great small sailboat that has made several pacific crossings to and from California and Hawaii.  If it can do that, then why not take it farther.  You would be surprised what some of these “coastal cruising” boats are capable of.  People have taken homemade rafts across the Pacific for crying out loud. You can take a small sailboat with stainless rigging and a fiberglass hull and do the same thing, with great comfort and safety.

Now, the second part of the famous Pardey saying is “go simple.” Simplicity is key my friends. Simple works and doesn’t break easily. Simple will allow you to get to a destination and enjoy it rather than “fixing your yacht in paradise”.  Go simple on the electronics.  Do you really need a wind indicator, a knot meter, and electronic chart plotter, a big screen GPS, an expensive and power-hungry autopilot?  No, you don’t.  You actually don’t need any of these things to enjoy cruising.  What you do need is good sails, a sound hull, a handheld GPS, plenty of water and food storage, a good anchor with plenty of chain, paper charts, a reliable dinghy, and a means of self-steering. A simple list. Many go small, but few go simple.

Editor’s note: Lin and Larry Pardey have written dozens of books on cruising including this classic “Cost Conscious Cruiser”  with tons of great cost-saving tips.

Think about trying to fix your marine head in an isolated island chain.  How do you fix the absolutely disgusting problem of a malfunctioning head and blocked holding tank system?  Believe me, I know how bad this can be… and you don’t want to know.  I’m not saying rip out your head and holding tank and make a composting bucket head like I did, but just think about other examples.  What if your water pump breaks in your galley and you can’t get water out of the sink without siphoning it out of the holding tank? Why not just install manual pumps in your galley and head to eliminate the issue from ever arising?  I know this can be a pain, pumping away just to get water out of your faucet, but time not wasted on fixing your boat is time spent enjoying the places you worked so hard to be.

Now I don’t need to go into detail on exactly how I outfitted my small cruising sailboat, less electrical more manual systems, because you can just apply this ideology into your own outfitting process. In any place where you can eliminate complexity and cost, do so.

Self-steering is a tricky subject. It is very hard not to spend large amounts of money on self-steering gear. Whether it be an electric autopilot, or a wind vane, you are going to spend money on self-steering. Unless you are as crazy as me and just can’t wait until you have the funds to purchase such a device. I went with the sheet-to-tiller method of self-steering. Now you experienced Yachtsman are going to turn your nose up at such an outrageous choice of self-steering gear as there are only a handful of people crazy enough to use this method to steer their boat across oceans. If you do not know what sheet to tiller is, you effectively use the tension in your sails to apply negative feedback into your boat, more or less keeping it on course without anyone touching the helm. This method is wonderful for one reason alone, it cost roughly 100 dollars for a system that can keep your boat on course.  Now there are many downsides to such a decision. First, this system only works with a tiller, not a wheel. Second, any time that the power or direction of the wind changes, you are adjusting the self-steering gear. So effectively you have to adjust your boat every hour or so to keep it on course.  That means if you are single handed, you only really have an hour at a time to sleep at night during a crossing or an overnight sail.  t forces you to sail your boat more, which if you enjoy sailing, is not such a bad thing.

Many cruisers would also like to talk about dinghy choice, hard or inflatable?  Outboard or rowing?  But what do you think I chose?  I chose a hard dinghy that can row well.  Cheap Outboard motors break down constantly and good luck finding parts in remote atolls. Oars don’t stop working.  A hard dinghy can take a beating and continue to float and get you and your crew to shore.  Inflatables spring leaks and need to be patched all the time.  UV radiation can deteriorate the fabric of inflatables causing you to replace your tender every couple of years.  That does not fit into my philosophy of simplicity.

Editor’s note: We used a rigid Costco Kayak as our tender for our entire 8 month Pacific Crossing. Inexpensive and indestructible!

I think you can extrapolate the rest my outfitting process just from my self-steering choice alone… minimal. I only chose exactly what I will need, not what I want, or what will make life as easy as possible, but what will give me the most time to enjoy cruising. Because if you are working on your boat or working to pay for it in the first place, you will never truly enjoy what the cruising life has to offer because all of your time is being eaten away by what many would consider vital necessities.

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Follow Cooper’s story on his blog  https:// theadventuresofcaptaincooper. wordpress.com  and Instagram @cooper_vonachen

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Trailerable Sailboat Reviews: Small Boats, Big Adventures

  • By Herb McCormick
  • Updated: May 24, 2024

NorseBoat 17.5 Classic

We were approaching the trickiest, most hazardous stretch of the Northwest Passage , high in the Canadian Arctic, when we happened upon a sight more wondrous in its own way than all the ice, polar bears and other assorted wildlife that preceded it. Tucked up against a barren shoreline, its anchor embedded in a handy ice floe, was a nifty little trailer-sailer, what we soon discovered was a NorseBoat 17.5 Classic. 

Hopping in the dinghy from our rather cushy 64-foot steel cutter, we pulled alongside and were greeted by a pair of strapping Royal Marines named Kevin Oliver and Tony Lancaster. They were on military leave for a busman’s holiday of sorts: sailing, rowing and occasionally dragging their open boat, with a simple cuddy for accommodations, through the notoriously challenging high northern latitudes. One thing was clear: If these dudes were running the British Empire, there’d still be one.

Those chaps, and that boat, captured my imagination. I thought about them again late last fall on a road trip from New England to Florida with my daughter as we passed one compact camper after another. We both love camping, and we were debating the merits of one mini Gulf Stream to another tiny Winnebago when she said something profound: “Why not have a trailerable sailboat as your RV? You could sleep in it while traveling, then when you reached your destination, you could go sailing.” Why not indeed?

I’ve owned many fully found, systems-rich cruising boats but have always been enamored with the simplicity and versatility of something small and trailerable that you could tow and launch from just about anywhere: the Florida Keys, the coast of Maine, the Sea of Cortez, the Pacific Northwest. (The closest I’ve personally come is a J/24, which can be trailered anywhere, but which is more of a dedicated racer than a pocket cruiser.) There’s something seriously appealing about the idea. Which is why, over the years, I’ve kept a short list of the boats I think could fill the bill, having sailed them to test their potential. What follows are a few of my favorites. 

– TOW LIKE A PRO – Remember to leave extra stopping room when trailering your boat. At the ramp, be considerate of others but take the time you need to launch and recover your boat safely. Always check tie-downs, safety chains, lights – and the drain plug. Safety Tip Provided by the U.S. Coast Guard

For the Hearty at Heart 

I’ll always relate to those ­hardened Brit lads in the Arctic when I think of the NorseBoat 17.5 Classic. (Perhaps to underscore their no-nonsense attitude, they co-authored a book about their adventure entitled—what else?— Blokes Up North. ) The boat’s Canadian builder has an appropriate nickname for its vessels, which include 12.5 and 21.5 models: the “Swiss Army knife of boats.” The 17.5 Classic is one salty-looking craft, with a pronounced bow, sweeping sheerline, lapstrake fiberglass hull, pivoting carbon-fiber gaff-rigged spar, fully battened mainsail, kick-up rudder, and a pair of rowing stations with a set of 9-foot oars. Options include a full-size tent that encapsulates the entire open boat, though the cuddy works well for most outings, and motor mounts for a 2 or 4 hp outboard. Talk about distinctive. NorseBoat says that the boat can be towed by a midsize car, fits in a standard garage, and is ideal for “cruising sailors who want to downsize, sea kayakers who are moving up, and daysailors who want a high-performance boat with lovely traditional lines.” I agree with that assessment. It will also work, ahem, for grizzled soldiers looking for a “relaxing” break from the front lines. norseboat.com

The Trailerable “Legend”

Catalina 22

My lasting memory of the Catalina 22 is a visit I paid to the Southern California plant where they were built some four decades ago. From a balcony overlooking the factory floor, I saw four production lines knocking out the classic little 22-footer, each line producing a boat per day (another facility on the East Coast also churned out one daily). It was the Golden Age of American boatbuilding, and I’ve always considered this compact craft to be the gold standard of trailerables (longtime Catalina designer Gerry Douglas prefers to call it “the Miller Genuine Draft of sailboats: cheap and cheerful”). Seeing that almost 16,000 have been launched over the years, “ubiquitous” also works. The early models were bare bones: no winches, lifelines, nothing. But over the years, Douglas says, “the options grew, and it morphed into a cruiser,” with galleys, heads, holding tanks and other accoutrements. The trouble with all the stuff was that many sailors liked racing their 22s, and the extra gear made the boats heavier and noncompetitive. Douglas eventually went back to the drawing board and designed a lighter version, the Catalina 22 Sport. It was competitive with the older, original boats—and is still produced today. “If you opened up a dictionary with a picture of a sailboat, it would be the Catalina 22,” Douglas says. “I think it has a place in the history of our sport. It was simple, with no bad habits. It introduced a lot of people to sailing and provided a lot of pleasure over the years.” And continues to do so. I’ll take one anytime. catalinayachts.com

Fast and Fun

Beneteau First 24 SE

My first exposure to the Seascape line of quick and trim racers/cruisers—a brand built and launched from Slovenia, which is a rather sailing-crazed nation—came from my colleagues at our sister publication Sailing World , a dedicated racing magazine. They raved about the quality of construction and sailing experience. Then, in 2018, Seascape was acquired by Groupe Beneteau, and all previous Seascape models were integrated into the Beneteau First product range. It provided the line with the sort of widespread, mainstream marketing punch that it deserved. I’ve since sailed a pair of larger models produced by their collaborative effort, but if I were inclined to go the trailer-sailer route, my choice would definitely be the Beneteau First 24 SE (the SE standing for Seascape Edition). It’s a high-tech version of the previous First 24 with a serious boost in performance. The SE line’s sweet spot, in the company’s own assessment, is as a dual-threat boat aimed at competitive one-design racing and adventure sailing. I reckon that 24 feet is an ideal size for both, and the 24SE delivers on the promise with a carbon rig; swing keel with lead bulb; laminate sails; and light, high-tech, infused-­vinylester construction. With ­removable crew bags and modular components that can also be stored ashore when racing, the 24 SE can be set up quickly and easily for cruising or competition. beneteau.com  

– LEARN THE NAVIGATION RULES – Know the “Rules of the Road” that govern all boat traffic. Be courteous and never assume other boaters can see you. Safety Tip Provided by the U.S. Coast Guard

One Sharp Sharpie

Presto; Newport to Bermuda Race 2010

The late Rodger Martin was a South Africa-born naval architect who is probably best known for the robust ­round-the-world racers he conceived for solo legend Mike Plant, which is when I first met him. Tellingly, ­however, when it came to ­designing his own personal boat, he produced the very cool Presto 30. The 30-­footer was an offshoot of the Outward Bound Hurricane Island 30 that he designed for the wilderness program based in Maine, but that was a hybrid sailing/rowing boat. To upgrade it for cruising, Martin basically designed a sharpie, based on the straight-sided 18th-­century fishing boats with a hard chine, flat bottom and centerboard for access to shallow water. With a beam of 8 feet, 6 inches, the boat is eminently trailerable, and Martin regularly towed it south from New England in the wintertime for cruising forays across the Gulf Stream and into the Bahamas. Due to that shallow draft and minimal freeboard, the rig required a low center of effort, which Martin addressed with a simple cat-ketch rig. With the addition of a slightly raised cabin top, he was able to insert basic interior accommodations (which were also somewhat compromised by the centerboard trunk). For a couple who can embrace camper-style cruising, ­however, it fit the bill. In recent years, a couple of Presto fans have tried to put the boat back into production, which has yet to happen. But if you can find a used one, you’ll have a boat with a fine and unusual pedigree. ­ rodgermartindesign.com

An Upgraded Ensign

Tartan 245

A couple of years ago, I got myself a 1963 Pearson Ensign, a venerable daysailer designed by the great Carl Alberg that measures in at a smidgen under 23 feet with a full keel and a spacious cockpit. I quite enjoy my Ensign, but designer Tim Jackett has taken some of the ancient classic’s best features and incorporated them into a thoroughly modern upgrade: the Tartan 245. Conceived as an ideal tool for teaching sailing, the 245 replaces that massive keel with a lifting one that has 900 pounds of ballast, which makes it just as stiff as the old-timer. With the board down, it draws 4 feet, 6 inches, but once raised, the draft is just 1 foot, 8 inches—and with its kick-up rudder, you can nudge into the shallows that the Ensign could only dream about. Like the full-size members of the Tartan clan, the 245 has a carbon-fiber spar that’s stepped on deck and is easily raised and lowered. A retractable bowsprit is ideal for flying off-wind reachers; for working sail, there’s a choice of an overlapping headsail or a self-tacking jib. The little cuddy space forward is another feature reminiscent of the Ensign; it can be employed, along with the handy tiller, for camper-style cruising. You may be able to have more kicks on a little sailboat, but I’m not sure how. tartanyachts.com

– LOWER YOUR RATES – Taking a boating safety course won’t just make you a better skipper. It could also help you save big on insurance. Safety Tip Provided by the U.S. Coast Guard

Happy Little Girl

Pacific Seacraft Flicka

And now for something completely different: the Pacific Seacraft Flicka (Swedish for “happy little girl”). It’s a 20-foot, heavy-displacement, full-keel pocket cruiser that, yes, you can pop on a trailer and wheel to destinations of your heart’s content. Designed by Bruce Bingham—an illustrator and sailor who, for many years, penned this magazine’s Workbench column—the boat was originally offered in kit form, and then bounced around to a couple of builders before finding a permanent home at Pacific Seacraft, which produced the grand majority of them (reportedly, roughly 400 Flickas were ultimately produced). Bingham loved his, sailing his pretty Sabrina all over creation, which is when I became enamored with the boat. The Flicka certainly fits the definition of a cult boat, and these days, if you look hard enough, you can find one in almost any configuration: sloop, cutter, yawl, schooner, even gaff-rigged. With a startlingly roomy interior, the Flicka is cozy but certainly not the fastest 20-footer you can find. You might not get where you’re going quickly, but you will get there. flicka20.com

To the Third Power

Corsair F-27 multihull

Talk about a boat that was ahead of its time. Any list of good trailerable boats has to include a multihull, and few have reached the overall popularity of the Corsair F-27, the prototype for which was originally launched way back in 1985. It’s designed by Kiwi Ian Farrier, based on another little trimaran he’d created a decade earlier. The signature feature of the three-hulled 27-footer is the folding outrigger system—better known as the Farrier Folding System—which reduces the beam from a significant 19 feet to a mere 8 feet, 2 inches, which makes it eminently trailerable. You can still see (and find) F-27s just about everywhere. They have active one-design racing fleets all over the place, and they make for tidy pocket cruisers when they’re not zipping around the racecourse. From a pure sailing point of view, there’s nothing more enjoyable than finding yourself perched out on an ama of an F-27, coursing along at double-digit boatspeeds, with a light touch on a long tiller extension. We’re talking joy, cubed. corsairmarine.com  

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A VIP experience

Feel like a million bucks sailing through the  Mediterranean  onboard your very own yacht towards hidden gems only accessible by water. Imagine relaxing on the deck at a picturesque island cove, sailing to a private  beach  with white sands, and plunging into warm ocean waves without another soul in sight.  Pure bliss!

The famed giant tortoises of the Galapagos Islands in Ecuador

All-in-one adventure

Struggling to choose between a cultural experience and an  island-hopping  getaway? On a sailing tour, you don’t have to choose. Good sailing itineraries master the perfect balance of  cultural  experiences, local delicacies, fun activities, and even wildlife encounters, like our gentle giants over on the Galápagos Islands.

View of a traditional sailing boat cruising around the many inlets and islands of Indonesia

New day, new destination

Discover some of the most unspoiled destinations in the world, from Australia's  Great Barrier Reef  to Africa's  Seychelles  archipelago. With literally tens of thousands of islands surrounded by remote golden shores, there are very few reasons why you  shouldn’ t  go on a sailing adventure. Imagine landing your feet on a new beach every day!

A couple enjoying a romantic moment on the beach in the Maldives

Just escape

Dreaming of a getaway but not really sure of where to go? A sailing holiday serves as the ideal escape from everyday life, with the blue skies and refreshing waters crafting a peaceful home-away-from-home. Let the calm sway of the waves whisk you away to that irresistible island paradise you’ve always dreamt of.

Sailing tours of the Croatian Islands

Sail the Croatian Islands with us!

The stunning coastline of Corfu, Greece

Ways to sail

Luxury yacht tours in the Mediterranean

Modern, comfortable, and furnished with a range of top-notch amenities — including fully-equipped cabins and sun decks — yachts offer an excellent sailing experience no matter your destination. If you’re booking a sailing trip in the Mediterranean , it’s likely you’ll be sailing on a yacht.

Traditional gulet cruise in Turkey and Croatia

Arr me hearties! Revive your childhood pirate fantasies onboard this more traditional vessel. Originating in Turkey, gulet boats are wooden sailing boats with two or three masts. Although other countries such as Italy and  Croatia  use gulets, you’ll find them most commonly on sailing trips in  Turkey .

Catamaran tours of the Galapagos Islands

Designed with ample space, elegant interiors, and high stability, catamarans ensure a smooth and comfortable sailing experience. These types of vessels are typical for sailing trips in Asia, and their small size makes them ideal for hopping around islands in the Caribbean and the  Galápagos .

Most popular destinations for a sailing holiday

The blue domes of Santorini Island on a sailing tour of Greece

Mediterranean

The turtles and sea creatures swimming on a sailing tour of South America

Latin America

The fish and ocean life from a sailing tour of Australia's Great Barrier Reef

Greek Islands

Thai islands, sailing adventures around the world.

  • Seychelles (10)
  • Vietnam (81)
  • Maldives (10)
  • Thailand (10)
  • Indonesia (5)

Australia/Oceania

  • Australia (7)
  • Croatia (213)
  • Greece (90)
  • Turkey (49)
  • Montenegro (8)
  • Ecuador (69)
  • Saint Vincent and the Grenadines (6)

Best sailing experiences

With so many sailing adventures all over the world waiting to be explored, it can be hard to narrow down where to go and what to do. Our Travel Experts can definitely recommend these unique sailing experiences, which are popular with our customers and are guaranteed to give you a ship's log for the books!

An elderly, senior couple relaxing on a sailing adventure

Spoil yourself with a private sail

If you're up for the splurge, few things can beat having your own vessel to sail the seas on whether it's a romantic getaway, a family celebration or just that bucket list check you deserve.

Two snorkellers swimming over coral in Australia's Great Barrier Reef

Dive to discover colorful corals

Rarely have two travel styles been so well-matched as diving and sailing! Get up close to the reefs, and take a dive into the aquamarine world below before relaxing on deck with a drink.

Two felucca boats gliding along the Nile River in Egypt

Sail the Egyptian way on a felucca

Witness the Nile unveil its mysteries from your traditional wooden sailing boat. Complete with Middle Eastern cuisine and comfort galore, your journey conjures up the pharaonic past.

Your Sailing trip questions, answered

Do i need to know how to sail.

On most of our Sailing adventures, you'll have a skipper at the helm or at least some crew members to show you the ropes, so no previous sailing experience is required. Some private sailing trips allow you to be the captain, as you'll have the entire boat to yourself, so be sure to double-check with your operator if that's something you'd like to do.

Am I required to help out on the boat?

Sailing adventure operators are fully equipped with a highly skilled crew, so there’s no need to help out on the boat — unless you want to up your onboard skills of course!

What are the cabins like?

This depends on the type of vessel you’ll be on, but it’s likely that your cabin will be small. Typically, couples get their own cabin, while solo travelers will have to either share a cabin with another passenger of the same gender or pay a single supplement  for their own cabin. Most cabins are equipped with ensuite bathrooms, but some vessels may have shared facilities. If you have any doubts, your operator will be able to provide details.

How much time is spent off the boat?

Sailing tours have fine-tuned the balance of on and off-shore experiences. A typical day might be waking up on board, heading for a morning swim, then making port at a historic town where you'll stroll the town together, savor local delicacies, and enjoy free time before returning to your boat for the night. Every sailing itinerary is different but most include excursions at the ports, along with a range of land-based activities.

Do I need travel insurance for a Sailing trip?

Travel insurance is mandatory for most of the adventures on TourRadar and must be purchased before you start your travels. It covers trip cancellations, medical emergencies, lost or stolen baggage, and more. As you can imagine, this is extra important when taking a Sailing trip, and in most cases, you can add travel insurance with  Cover Genius  directly to your TourRadar booking.

How do I book a Sailing adventure on TourRadar?

Find your next Sailing adventure by perusing our tours by choosing your dates and destination, and use our handy filters such as must-see city or budget, and you'll find the one calling your name. Then you simply fill out your details to secure your trip. If you have any questions along the way, our Travel Experts are standing by 24/7!

Current deals on Sailing tours & trips

Luxury Halong Bay Cruise and Mountain Resort - 6 Days

Luxury Halong Bay Cruise and Mountain Resort - 6 Days

Greek Islands By Cruise - 8 Days

Greek Islands By Cruise - 8 Days

Lake Nasser Cruise "5 days / 4 nights"

Lake Nasser Cruise "5 days / 4 nights"

Lake Nasser Cruise "4 days / 3nights"

Lake Nasser Cruise "4 days / 3nights"

Ultimate Egypt

Ultimate Egypt

Classic Galapagos: Central Southern Islands (Grand Queen Beatriz)

Classic Galapagos: Central Southern Islands (Grand Queen Beatriz)

Best of Egypt & Jordan Luxury Tour

Best of Egypt & Jordan Luxury Tour

Best of Germany (12 Days)

Best of Germany (12 Days)

Galápagos — North, Central, & South Islands aboard the Eden

Galápagos — North, Central, & South Islands aboard the Eden

Best tour companies for sailing adventures.

Much loved by our past travelers, these adventure operators know how to craft the perfect sailing escapes!

Intrepid Travel

Intrepid Travel

8,776 reviews

On The Go Tours

On The Go Tours

2,132 reviews

G Adventures

G Adventures

13,528 reviews

Nature Trips

Nature Trips

119 reviews

Trails Beyond

Trails Beyond

Koda Sail

646 reviews

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Having a change of heart? Not to worry, we've got plenty of Adventure styles to suit every taste - from the fussiest connoisseur to the hopeless romantic.

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The Best Beach Cities in Vietnam, Ranked

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IMAGES

  1. TINY BOAT ADVENTURES: All About SAILING! [Ep 65]

    small sailboat adventures

  2. How To Sail a Small Sailboat

    small sailboat adventures

  3. Living on a TINY 28ft Salvaged Sailboat for 2 Years + BOAT TOUR

    small sailboat adventures

  4. This Tiny Boat Will BLOW YOUR MIND

    small sailboat adventures

  5. Small Sailboat Cruising

    small sailboat adventures

  6. Best Small Sailboat Voyages

    small sailboat adventures

VIDEO

  1. From Sailboat to Retail: My Unexpected Journey to Success

  2. Micro Cruising adventure! Six days on a tiny sailboat

  3. Overnight trip on TINY boat! (Single-oar sculling)

  4. Big Fun in a Little Boat: Paul Gartside's 14' Daysailer SKYLARK at WoodenBoat School

  5. Small catamaran sailboat against the Atlantic

  6. My Maiden Voyage on Elan

COMMENTS

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  6. 10 Best Small Sailboats (Under 20 Feet)

    Most small sailboats under 20 feet in this list are time-tested, easy to rig, simple to sail, extremely fun, and perfect either for solo sailing or for sailing with friends and family. ... This is a small, lightweight, low-maintenance sailboat that offers a ticket to both sailing and rowing adventures all at the same time. At about 400 pounds ...

  7. Best Small Sailboats, Beginner and Trailerable Sailboats

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  8. Best Small Ship Adventure Cruises 2024/2025

    The accommodations on the boat were private and beautiful. For anyone who wants to have a trip that is well organized, has all the bells and whistles, most wonderful staff, and the opportunity to learn about one of the most beautiful places on Earth. ... 8 reasons to try a small ship Adventure Cruise 14 Jan 2023. 5 reasons why it's worth ...

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    Croatia Sailing Adventure: Dubrovnik to Split. Naomi · Traveled July 2024. This boat trip was excellent and showcased the best of Croatia, It accommodated visits to a variety of ports and national parks and allowed plenty of time to relax and enjoy the sunshine, water and wine. Review submitted 25 Jul 2024. Page 1 of 99.

  11. 5 best small sailboats for sailing around the world

    Vancouver 28. Photo credit: YachtFathom.co.uk. A sensible small boat with a "go-anywhere" attitude, this pocket cruiser was designed with ocean sailors in mind. One of the best cruising sailboats under 40 feet, the Vancouver 28 is great sailing in a small package. Hull Type:Full keel with transom hung rudder.

  12. Shallow-water Beach Cruising in a Small Sailboat

    Shallow-water Beach Cruising in a Small Sailboat

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    Summary. Svalbard Encounter Expedition Micro Cruise. $11395. 8. May 12, 2025. Join the 8-day summer cruise through Svalbard aboard the MV Vikingfjord and discover the breathtaking wilderness, glaciers, and natural beauty of …. 0. Norway's Fjords and Arctic Svalbard (Northbound) $24722.

  14. The Ultimate Guide to Small Sailboats: Types & Tips

    Discover everything about small sailboats—from dinghies to ocean cruisers. Our in-depth guide covers types, features, and FAQs for beginners to experts. +49 211 54 69 22 23. ... The sea is vast and welcoming, offering adventures and tranquility alike, and a small sailboat can be your perfect vessel for exploration.

  15. Best Small Cruising Sailboats

    The best budget small cruiser sailboats include the Catalina 22 for its versatility, Hunter 27 for durability, Beneteau First 20 for performance, West Wight Potter 19 for compactness, Compac Sun Cat for ease of use, MacGregor 26 for adaptability, and Jeanneau Sun Odyssey 349 for comfort and style. As a seasoned sailor with years of navigating ...

  16. America's East Coast Cruises

    On this 8-day Cape Codder Cruise sailing roundtrip from Boston, MA aboard the 170-passenger , experience the rich essence of Cape Cod, the perfect a summer retreat. View cruise details …. America's East Coast cruises explore the sunny shores of Florida to the historic ports of New England and the maritime beauty of Canada.

  17. Caribbean Small Ship Sailing Cruises

    Call 1.406.541.2677. Start Planning My Trip. Experience the wonders of the Caribbean with Adventure Life's array of 15 captivating small ship sailing in 2024. Join us on a cruise to the Caribbean and immerse yourself in the breathtaking beauty of the region. From the stunning drama of the Pitons in St. Lucia to the captivating charm of Îles ...

  18. Maine Windjammer Sailing Cruises

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  19. Small sailboat, small budget, BIG adventure

    There are numerous small sailboats out there that aren't considered to be bluewater cruisers that can easily get the job done. The Newport 30 MKII is a great small sailboat that has made several pacific crossings to and from California and Hawaii. If it can do that, then why not take it farther.

  20. Trailerable Sailboat Reviews: Small Boats, Big Adventures

    The SE line's sweet spot, in the company's own assessment, is as a dual-threat boat aimed at competitive one-design racing and adventure sailing. I reckon that 24 feet is an ideal size for both, and the 24SE delivers on the promise with a carbon rig; swing keel with lead bulb; laminate sails; and light, high-tech, infused-­vinylester ...

  21. Alaska Small Ship Adventure Cruises

    1 Map Website. Season: May - September. $5,850+ (Inside Passage $2,650+) 5 days / 4 nights. Cruise Ship Type: Small Ship Cruises. Ship Name: M/V Sea Star. Set sail for 5 days and 4 nights with the crew of the M/V Sea Star for small ship adven­ture cruis­ing in Prince William Sound, Kenai Penin­su­la or along the Inside Pas­sage.

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    Laos Tours. Tanzania's Classic Safari Adventure: Icons of the Wild. Bonito Experience. Masai Mara, Lake Nakuru & Naivasha - 5 Days. European Experience (14 Days) From island-hopping in Croatia and Greece to beach getaways in Thailand and Seychelles - browse the best sailing trips and itineraries in the world!

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    New dinghy sailboats can range from $3,000 to $10,000, depending on the model and features. These small, lightweight boats are relatively inexpensive to maintain and store, making them an economical option for beginners. Keelboats, such as the Catalina 22 or Hunter 23, can cost between $5,000 and $20,000 for a used boat in decent condition.