catamaran sailing courses caribbean

LEARN TO SAIL IN THE GRENADINES

Cost per person: from $6475 (catamaran courses available).

Trip costs depend on season and available yacht models. Contact us  today to share your sailing dreams and goals, desired dates and location, and let us put together a quote for you!

YOUR COURSE FEE INCLUDES:

• Private cabin onboard the newest sailboats
• Hands on training from exceptional instructors, flown in for your course
• FREE access to Nautilus’ exclusive online MASTERCLASS, with over 30+ videos, a $599 value to better help you prepare
• All food on board, apart from three evening meals ashore
• Formal ASA certification
• All textbooks, materials and international logbook
• Induction into our very own Alumni Tribe to join global trips, flotillas, sailing adventures, and custom deliveries

WHY LEARN TO SAIL IN THE GRENADINES?

About this destination.

Grenada and the Grenadines, form the southern end of the islands in the Caribbean. Join us on a sexy new catamaran or monohull for a week as you learn how to sail and earn your ASA certifications (ASA 101, 103, 104 and 114 are offered). An amazing place to embark on your own sailing journey.

WHAT MAKES THE GRENADINES SPECIAL?

This area of the Caribbean is what most of the Caribbean was like 30 years ago, pristine! We love the topography with the dramatic jungle covered peaks, and white sand beaches. The vibrant local culture is beautiful, and the locals are genuine and friendly. Consistent trade winds and warm weather make this one of our favorite Caribbean destinations!

Video Coming Soon

SAILING CALENDAR: WHERE AND WHEN TO SAIL

BOOKING LEAD TIMES: Grenadines, Caribbean

How far in advance should I book my course with Nautilus? The further in advance the better as boat and captain availability fill up well in advance.

CHALLENGING

Very difficult, sample itinerary and map.

Fly into St George Grenada (airport code GND). Grab a taxi to the nicest marina on the island, Port Louis marina. You can drop your bags at the office and head to the Victory Bar to grab a rum punch and wait for boarding. We will board the boat at 5pm, get settled and head out for dinner together!

Do a chart briefing, systems overview and check all the equipment on the boat. We will then head out to practice our first drills on the boat, getting familiar with controlling a large sailboat. It's then up to Moliniere Point to practice mooring ball pickup and settle in for the afternoon. Swim and enjoy the tropical water. After some fun, do your first formal lessons aboard.

Today we talk through the basics of learning how to raise and trim the sails and set sail on our passage north, to the island of Carrioucou, avoiding the active underwater volcano called "Kick'em Jenny". We will stop at remote Ronde Island for lunch and a swim. We then set sail again to head towards Sandy Island.

This morning we will cover systems aboard, take a deep dive into engines and do mooring practice. It's then off to practice our sailing drills around Hillsborough. After hours of sailing fun we moor off paradise beach and head in for grilled lobster!

After an ASA morning test we set sail for the private island of Petit St Vincent, a stunning island surrounded by beautiful reefs. The challenge today is for students to navigate and sail around all the tricky reefs in the area. We will anchor off the white sand beaches of the island, and go ashore for sunset drinks.

Chart a course and set sail on a downwind leg to the remote bay of Anse La Roche. After another ASA test we will have a chance to swim, snorkel or paddle board around this beautiful beach. It's then time for another sail south to Tyrrel Bay, with several fun local restaurants where we can experience some of the cuisine of the Spice Islands.

We weigh anchor early and sail to the underwater sculpture garden off St George. This beautiful underwater sculpture park is a truly memorable snorkeling experience! Its then back to the marina for docking practice and a final celebration meal at our favorite restaurant on the island! We spend the last night of our trip on the boat in the marina.

We are off the boat by 8am and you are free to fly home, or take a couple of extra days to explore the rest of the beautiful island of Grenada, as there is lots to see and do from hiking to waterfalls, rum distillery tours, to great scuba diving!

YOU DESERVE THE BEST... EXPERIENCE THE NAUTILUS DIFFERENCE

PUT TOGETHER YOUR PERFECT SAIL TRAINING EXPERIENCE

MEET A RECENT STUDENT...

“Just got home from an ASA 101-104 class in Grenada with my wife and another couple that could not have been better. Our instructor, Lindsay Moore, has found her calling. Lindsay has a wealth of experience on the water but even more than that she is truly a teacher. It’s relatively easy to acquire skills, it’s another thing to be able to impart those skills on others.

Beyond being a fabulous teacher she was easy for all of us to relate to and an incredibly fun companion for a week living aboard a sailboat. Communication from the office staff at Nautilus was prompt and informative. I would highly recommend Nautilus Sailing, our course has changed our lives!”

KEVIN, Alaska (USA)

EVERY ALUMNI JOINS THE TRIBE

EXCLUSIVE EVENTS

The only way to join our tribe is to learn to sail with Nautilus.

We’re really careful to make sure that we know and trust anyone coming on one of our special trips.

Join us on flotillas, offshore deliveries, free webinars and unforgettable sailing adventures around the world. Join the Tribe.

AS FEATURED IN

Caribbean Courses

The vacation of a lifetime….

Experience the learning vacation of a lifetime – Sail Solomons in the Caribbean! Join one of our fabulous monohull or catamaran flotillas for a full week of glorious tradewind sailing. This winter, immerse yourself in island life – warm, crystal-clear waters, sunshine, swimming and snorkeling on tropical reefs, and basking in island hospitality. Pursue American Sailing Association (ASA) certification in our intermediate and advanced courses, or simply hone your sailing skills without certification.

Our Caribbean courses are conducted onboard luxury charter yachts from select charter companies throughout the Caribbean. Our January courses include  ASA 104 Bareboat Chartering and/or ASA 114 Cruising Catamaran. Courses for 2025 will be sailing from Martinique.

Onboard instructors are all USCG licensed Captains and ASA certified Instructors. Life-long sailors, world travelers and now instructors for the award-winning  Sail Solomons sailing school , they have meticulously prepared a relaxed and supportive learning environment for you. Sail Solomons firmly believes in maximizing hands-on sailing and boat-handling skills, which allows you to build confidence in your ability to handle a cruising boat on your own.

Fee per person is  $325 US  for the course, plus flotilla fee of $2750. Visit  Flotillas 2025  for pricing and details. Fees cover a 6 day/7 night cruise with onboard meals, beverages, and your ASA course (books, instruction and certification materials). See the 2025 schedule and course descriptions below.

Bareboat Chartering: (ASA 104 – Intermediate Coastal Cruising)

Prerequisites:  ASA Basic Keelboat (101) and Basic Coastal Cruising (103) Certification

Description:  An advanced cruising Standard for individuals with basic coastal cruising experience. Learn to perform as skipper and crew in coastal waters, for daytime sailing and overnight anchorage and mooring. The course emphasizes boat systems and maintenance procedures, anchoring, mooring and docking skills, navigation, safety, provisioning and onboard meal preparation, yachting etiquette, and Customs & Immigration clearance. Conducted in the Spanish Virgin Islands, this 8-day liveaboard course is the gateway to worldwide bareboat chartering and cruising.

Cruising Catamaran: (ASA 114)

Prerequisites:  ASA Basic Keelboat (101), Basic Coastal Cruising (103), Bareboat Chartering (104)

NB:  May be combined with ASA 104

Description:  An advanced cruising standard for individuals with cruising experience. Learn to Skipper a 30-50 foot catamaran sailboat by day in coastal waters. The standard includes those skills unique to a 30-50 foot multihull. This 8-day liveaboard course is conducted in Spanish Virgin Islands.

2024 Caribbean Course Schedule

Our ever-popular Sailing Club gives members access to the daysailer or cruising fleet for low cost and stress-free sailing. Members enjoy social events, crew networking, discounts on courses, Caribbean flotillas and much more!

Caribbean Sailing School & RYA Training Centre

• RYA Instructors
• Sailing Yacht
• Grenada and the Grenadines
• Testimonials
• RYA Start Yachting
• RYA Competent Crew
• RYA Day Skipper
• RYA Coastal Skipper
• RYA Yachtmaster Preparation
• RYA Yachtmaster
• Mile Building Sailing Charters
• International Certificate of Competence
• RYA Essential Navigation and Seamanship
• RYA Day Skipper Theory
• RYA Coastal Skipper Theory / Yachtmaster Offshore
• RYA Yachtmaster Ocean Theory
• RYA Specialist Short Courses
• RYA Online Theory Courses
• RYA Start Powerboating Level 1
• RYA Powerboat Handling Level 2
• Course Schedule
• How To Get To Grenada
• Useful Links
• Caribbean Charters & Regattas
• Registration Form

Catamaran Sailing Training   Recently Published!

Private Own Boat Tuition

Our RYA instructors are happy to come aboard your catamaran for private own boat tuition. We offer catamaran sailing training on privately owned yachts or charter yachts.

Whether you wish to gain an RYA certification, or simply improve your current skill set, our instructors will assist you in attaining your goals.

If you have recently bought a catamaran and need a helping hand to learn the ropes, or to get the vessel set up for your comfort and safety, we are here to help.

Our instructors are available for as many days as you require.

Option 1: Day Sailing around Grenada – our instructor will come aboard each day from 0900hrs to 1700hrs as you improve your skills in the waters around the main island of Grenada.

Option 2: Liveaboard Sailing in the Grenadines – our instructor will liveaboard with you as you train, sailing throughout the islands of the Grenadines.

Catamaran Sailing Training Fees

Our instructors daily fee is USD 500.00.

RYA Certification: if you wish to attain an RYA certification there is an additional fee for the course materials and certification.

Instructor Liveaboard: All of the instructors costs must be covered.

• Caribbean Sailing Course

Learn to Sail in the Caribbean

Learn to sail in the beautiful Caribbean with lessons from the pros at Caribbean Sailing School. Our courses are designed for all experience levels, so you’ll be able to improve your skills and have a blast sailing in the sun.

Courses We Offer

• Captain Course
• Catamaran Course
• Liveaboard Course
• Scuba Diving Certifications

Contact Info.

• 000-000-000
• US Virgin Islands

Caribbean Sailing Courses for Beginners

Sailing is a great way to explore the Caribbean and its many beautiful islands. If you’re new to sailing, consider enrolling in a sailing school in the US Virgin Islands. Caribbean Sailing School offers beginner sailing courses that will teach you the basics of sailing in a safe and fun environment.

The school’s instructors are experienced sailors who will provide you with the skills and knowledge you need to become a competent sailor. You’ll learn how to set sail, steer the boat, navigate using charts and compass, and more. The course also covers basic safety procedures so that you can sail confidently and safely.

Sail the Crystal Clear Waters of the Caribbean

The Caribbean is one of the most popular sailing destinations in the world. With its crystal clear waters and stunning scenery, it’s easy to see why. If you’re looking to learn how to sail, there’s no better place than the Caribbean. The US Virgin Islands offer some of the best sailing conditions in the region, and there are plenty of sailing schools to choose from.

No matter what your level of experience, there’s a sailing school in the US Virgin Islands that can teach you the ropes. From beginner courses to advanced racing classes, you’ll be able to find a course that suits your needs. And with year-round sailing conditions, you can learn to sail at any time of year.

Why You Need Caribbean Sailing Course in US Virgin Islands

The Caribbean is a great place to sail, with its warm weather, crystal-clear waters, and stunning scenery. If you want to learn to sail in the Caribbean, there’s no better place than the US Virgin Islands. The US Virgin Islands offers a range of sailing courses, from beginner courses for those just starting out, to advanced courses for experienced sailors. There are also a number of charter companies that offer sailing trips around the islands.

Whether you’re a beginner or an experienced sailor, taking a sailing course in the US Virgin Islands is a great way to improve your skills and enjoy the beautiful Caribbean scenery.

Caribbean Sailing School

Call us today.

A: The main difference is location. A sailing course in the Caribbean will usually take place on or near an island, while a sailing course in the United States will take place on the mainland. Other differences can include weather conditions and the type of boat used.

A: The Caribbean is a popular destination for sailors because of the warm weather and beautiful scenery. Taking a sailing course in the Caribbean can also be a great way to meet other people who share your interest in sailing.

A: Most sailing courses in the Caribbean will include instruction on how to sail, navigate, and handle different types of boats. You can expect to spend time both in the classroom and on the water. The length of the course will vary, but most last between two and four weeks.

A: No, you don’t need to be an experienced sailor to take a sailing course in the Caribbean. In fact, many sailing courses are designed specifically for beginners.

Why Sail With Us!

Experienced and Certified Instructors

Our team of experienced and certified instructors will help you learn the ropes of sailing, whether you’re a beginner or an experienced sailor. With our fleet of boats, you’ll be able to explore the beautiful Caribbean waters at your own pace.

Variety of Sailing Courses

There are a variety of sailing courses available at Caribbean Sailing School. Whether you are a beginner or an experienced sailor, we have a course that will fit your needs. Our instructors are certified and are passionate about sailing. We offer both group and private lessons, so you can learn at your own pace.

From Beginner To Advanced

At the Caribbean Sailing School, we have a program for every skill level. Our beginner classes are the perfect way to start learning the basics of sailing. You'll be out on the water in no time, enjoying the beautiful views of the Virgin Islands.

You want to learn to sail, but don’t know where to start. There are a lot of sailing schools out there, but how do you know which one is right for you? Caribbean Sailing School is the perfect place to learn how to sail. With locations in the US Virgin Islands, we offer a variety of sailing courses for all levels of experience.

From beginner courses that teach you the basics of sailing to advanced courses that help you hone your skills, we have something for everyone. Plus, our instructors are some of the best in the business and will help you become a confident sailor in no time.

Contact us today to find out more about our sailing courses and book your spot on a course today!

GET IN TOUCH

Quick Links

Contact info..

• Us Virgin Islands

Horizon Sailing School - Charters

• Sailing Tips
• ASA Courses to learn Sailing

Basic Keelboat Sailing Standard (#101)

Basic Coastal Cruising Standard (#103)

Bareboat Chartering Standard (#104)

• Cruising Catamaran Standard (#114)
• Meet our instructors

Horizon Sailing School

What better way to learn to sail, or hone your existing sailing skills, than on a sailing vacation in the Caribbean?  We have ASA sailing schools in the BVI and St Vincent; some of the most idyllic cruising grounds in the world, offering first-class tuition, consistent breeze and 365 days of sunshine.

“I loved every minute of my certification.  My ASA Instructor gave me such confidence”

Our schools are  American Sailing Association  certified facilities offering you first-class tuition with our great Instructors. All of our ASA courses are taught on our private boats as opposed to renting a cabin with other people; it’s just you and your friends or family onboard.  Our courses are personally tailored around your own vacation schedule; you let us know when you would like to take your Learn to Sail adventure. You will experience a true ‘liveaboard’ experience; all of your study and practical work takes place on your private yacht as you sail the beautiful Caribbean.

After your safety briefing and initial theory work, you will depart from your  Horizon Yacht Charters Base , having provisioned and organized your snorkel equipment, and sail to the next stunning anchorage; all the time working through your ASA certification with your ASA Instructor.

Over the course of a week you will gain the knowledge and experience to charter sailing boats anywhere in the world, and embark on your own sailing adventure.  The emphasis at Horizon Yacht Charters Caribbean sailing schools is on gaining hands-on experience at your own pace.  Typically, the day will be split between theory work and practicing new skills through sailing exercises.

“My wife and I undertook the certification together which makes us more confident sailing together now”

Once anchored for the afternoon; put the books away and enjoy a swim, a snorkel or spend time exploring ashore.  After all, it’s your Caribbean vacation!

Click Here to Meet our Instructors

HOW DOES IT WORK

The American Sailing Association (ASA) program has structured levels of sailing standards, which are examined at progressive certification levels at our Caribbean sailing schools. Students who learn to sail with Horizon Yacht Charters receive an ASA Logbook that lists the standards, certification and records sailing experience. All courses and examinations are run by our ASA qualified instructors. When a certification level is successfully completed, your ASA Logbook is signed and stamped so that any charter or rental fleet operator can see your level of competency. The most popular American Sailing Association courses we offer are as follows:

If you have little or no experience, then we recommend that you begin with ASA 101 and ASA 103.  If you are on a week’s charter, these two courses can be taught in 5 days, giving you a couple of days to practice your new-found skills at the end of the week or to simply relax in the Caribbean sunshine.

Those that have cruising experience and basic seamanship skills should also add ASA 104 to their instruction. The three courses can be taught in one week, but don’t forget you are on vacation too so you may want to extend a few days to relax.  We also offer the catamaran ASA 114 certification.

“This has given me a taste of what it could be like to buy our own boat in the future and go cruising – that’s the dream, isn’t it?”

Email our Horizon Caribbean bases to check availability and full pricing.

About the ASA

The American Sailing Association introduced certifications to the United States over 35 years ago. Today, with 350+ sailing schools worldwide and 508,000 ASA-certified sailors, ASA represents the largest and most trusted network of schools in the United States.

Learn to sail in the Caribbean with Horizon Yacht Charters way and achieve American Sailing Association certification.  Contact our Caribbean sailing schools here .

ASA Sailing Tips

As an accredited provider of American Sailing Association (ASA) courses, we’re pleased to offer a selection of the most popular ASA sailing tips! A learn-to-sail charter with Horizon provides the perfect way to learn to sail whilst enjoying a Caribbean sailing vacation.

if you would like to get a head-start on your learning, or simply refresh your memory on certain aspects of sailing, we’re pleased to provide a series of video ASA sailing tips below.

If you would like more information on our learn to sail courses please feel free to contact us .

Keeping lines tidy

Wind Direction

Slot Effect

Tacking & Gybing

Slowing the boat

Raising the Main

Spring Lines

Roller Furling

The American Sailing Association is the leading authority on sailing instruction & sailing schools in the United States. You can learn to sail through Horizon Yacht Charters’ certified sailing schools with certified sailing instructors. Through our sailing classes, Horizon and ASA will help you learn sailing, safely & with confidence. ASA Certified Students can go from basic sailing lessons to advanced sailing courses, enjoying sailing experiences around the world. Students who learn so sail with Horizon Yacht Charters receive a Logbook that lists the standards, certification and records sailing experience. All courses and examinations are run by ASA qualified instructors.

Would you like to find out more about Horizon Yacht Charters Learn to Sail sailing vacations? Follow this link or complete a reservation request form and we will be delighted to assist.

If you would like to find out more about the American Sailing Association, you can visit their website here .

If you have any queries on sailing tips, or suggestions on additional tips to include on our website, we would be delighted to hear from you – send us an email and we’ll see what we can do!

The American Sailing Association (ASA) program has structured levels of sailing standards, which are examined at progressive certification levels at our Caribbean sailing schools. Students who learn to sail with Horizon Yacht Charters receive a Logbook that lists the standards, certification and records sailing experience. All courses and examinations are run by ASA qualified instructors. When a certification level is successfully completed, your logbook is signed and stamped so that any charter or rental fleet operator can see your level of competency.

You will set sail from your Horizon Yacht Charters Base and visit several special locations whilst at the same time earning your American Sailing Association learn to sail certifications.

Over the course of a week, you will learn to sail, gaining the knowledge and experience to charter sailboats anywhere in the world, and embark on your own sailing adventure!  The goal is to enjoy a learning vacation while you learn to sail.

The emphasis at Horizon Yacht Charters Caribbean sailing schools is on learning how to sail, through hands-on experience. Mornings will be spent learning and practicing new skills. In the afternoons you will set sail, refining these newly learned skills along the way.

Once anchored for the afternoon, there will be free time to spend exploring, engaging in watersports, fishing, and relaxing…

ASA 101 Prerequisites: To learn to sail Non-Sailors must sail a boat of about 20 feet or more in length in light to moderate winds and sea conditions in familiar waters without supervision.  A preparatory Standard with no auxiliary power or navigation skills required. Successful candidates earn a National Safe Boating Certificate approved by NASBLA and the U.S. Coast Guard.

Obtain your ASA 101 qualification and learn to sail with Horizon Yacht Charters !

ASA 103 Prerequisites: Basic Keelboat Sailing Certification. Sailors must cruise safely in local and regional waters as both skipper and crew on an auxiliary powered sailboat of about 20 to 30 feet in length, in moderate winds and sea  conditions.

Obtain your ASA 103 qualification and learn to sail with Horizon Yacht Charters !

Obtain your ASA 104 qualification and learn to sail with Horizon Yacht Charters !

ASA 114 Prerequisites: Basic Keelboat Sailing Certification (ASA 101). Basic Coastal Cruising Certification (ASA 103) and Bareboat Cruising Certification (ASA 104) and the ability to demonstrate competencies in all knowledge and skills elements of those Standards.

Obtain your ASA 114 qualification and learn to sail with Horizon Yacht Charters !

“We’ve sailed with Brian as a skipper only and as an ASA instructor. He is as patient with a large family as he is in a one on one teaching role. Brian has an intuitive mastery of sail trim that he passes on to his students with ease. It’s clear he has not only been sailing his entire life but that he is a natural teacher as well. His knowledge of Grenada, St Vincent and all in between is matched only by his rapport with the locals. If you walk around any of the Windward Islands with Brian, you immediately feel like a local as everywhere he goes he is warmly greeted.  Without a doubt, Brian has made each of our charters that much more enjoyable and we’ve walked away with more sailing knowledge gained in 7 days than we might have learned in years of trial and error.” – John Baldschun

This is what one of our clients had to say recently: “The three of us loved Donna. She is obviously very skilled and experienced, but joins this with a delightful, engaging manner. She evaluated, but also shared much of her substantial knowledge of sailing in your local waters. We liked her so well we were sorry to part.” Andy L, Dec 2016.

Another client has said: “ I just wanted to say a huge thank you!  We had a phenomenal trip!  BVIs are an amazing place. Would like to especially praise Donna. She did a great job of balancing teaching my ASA 104/114 and vacation time for others on the boat.  Her energy and enthusiasm for sailing are obvious. Everybody on the boat consider this one best all time trips. Already planning the next charter”. Joe Parkey – 1/2 – 1/92020.

“Incredible week sightseeing, snorkeling, great stops for overnight. Cara’s knowledge of sailing is tremendous, answered all our questions, always made us feel safe, and was a great teacher.”

“Cara was awesome, gave us her personal cell phone number, and responded to questions happily. A pleasure to have a board”

Chris’ training will focus on safety, doing things the right way and thorough understanding of the water. While I am still a novice skipper I feel as if I know more than a lot of the skippers that I watched during the week. If you follow his instruction you too will be a better skipper. No shortcuts and you will ensure a safe happy trip for you and your family.

If you want an instructor or just a skipper ask for Chris. You will not be disappointed.

We will be back and I will recommend this charter company to my friends and family”. Patrick Anglim – January 13th 2020.

“Greg is an excellent sailor/skipper! His knowledge and explanations were fantastic” ~ Kaczmarek

“Greg and Laura are off the charts! If you are lucky enough to sail with them, you will have the sail of your dreams” ~ Hilary Cohen

 “Selwyn Maxwell was professional, friendly, sensitive to guest needs, cheerful and an excellent tour guide. He was always conscious of safety and comfort.” ~ Nattall

“Selwyn was an excellent captain, very attentive and good to work with. Highly recommend him!” ~  Stricker

“Selwyn had top-notch local knowledge and sailing experience” ~ Kelly Family

“Outstanding experience! Great local knowledge. Captain is highly experienced to handle any situation. Captain flexible with plans and showed me all the local highlights” , Yacht: Bavaria 40 Transitions, Dates: 9th to 19th December 2021. ~ Client: Diane DeGroot

“My husband and I chartered a catamaran for 9 days and arranged to have a certified ASA instructor to take ASA 101,103,104,& 114. I have to say we feel really lucky to have Brian as our instructor. He is the only local certified ASA instructor in the Grenadines…I was incredibly impressed with his knowledge and his teaching styles. We were able to complete all 4 courses and had a lot of fun in the process. I would highly recommend him as a hired Captain or Instructor. He was definitely was a huge part of what we loved about our trip!  We will be hiring Brian again for our next trip to the Grenadines.” ~ Natasha & Andi Marcher 2019

“Heiden was great – made trip super easy and fun” ~ Morris

“Heiden was fantastic, very friendly with the kids and extremely professional.” ~ Sirgue

“The family are not natural sailors so we were a bit apprehensive but we had a great trip. Heiden was very helpful and really helped with the kids. We had a great time!” ~ Langford

“We could not have been better treated in a 5 star hotel. Everything was superb!” ~ Gittins 2010

“Michael and Ellie were excellent crew and we were well looked after in every way.” ~ Harris 2012

Meet our instructors!

Sailing Lessons in St. Petersburg, FL

Get started:, call: (888) 454-7015.

[email protected]

Request a Quote

• Scrub Island
• Captiva Island
• St. Petersburg
• Ft. Myers Beach

Florida Sailing Lessons in St. Petersburg, FL

St. petersburg, fl sailing school at the downtown hampton inn & suites.

Offshore Sailing School’s St. Petersburg, FL sailing school fleet is in St. Petersburg Municipal Marina across from the Downtown St. Petersburg Hampton Inn & Suites where most of our students stay. The picturesque city of St. Petersburg sits on Tampa Bay and the Vinoy Basin where good winds and sunny skies make our Florida sailing school in St. Petersburg great for sailing lessons and sailing vacations. Earn your bareboat cruising certification at this dynamic Florida destination, with quick access to interesting and picturesque anchorages. Click the course links below to learn more about sailing lessons in St. Petersburg, FL.

Learn to Sail in Three Glorious Days on Tampa Bay

If you are just starting out in sailing or looking for a brush up on your sailing skills, consider the 3-day Learn to Sail OSS 101 course. Combine your sailing course with a 5-night hotel stay (Sunday through Thursday) and explore beautiful St. Petersburg Beach, top-notch museums within walking distance of the hotel, chic shops and delectable dining.

Learn to Cruise and See the World Under Sail

If your ultimate goal is to own a cruising sailboat or charter a yacht with friends, the Fast Track to Cruising® Course OSS 101/103/104 is our most popular program and takes you from novice sailor to cruise-ready in 8 days. If you already know how to sail, then your next step is the 6-day Live Aboard Cruising Course OSS 103/104/114 on Tampa Bay. Your “home” while participating in these exciting sailboat cruising programs could be a 44′-47′ Jeanneau monohull, or a spacious 40′-45′ Leopard catamaran as you sail from point to point in Tampa Bay and along the Gulf Coast of Florida. During your sailing lessons, you cruise to beautiful harbors, anchorages and fun marinas where you can sample the laid back world Floridians love so much. Download Cruising Courses in St. Pete on the Gulf Coast of Florida to learn more about cruising destinations you might visit during your sailboat cruising week.

About the Downtown Hampton Inn & Suites

Hampton Inn & Suites Saint Petersburg, Florida – Florida Sailing School

Unwind after your Tampa Bay sailing lessons at the Downtown Hampton Inn & Suites! The AAA-rated Hampton Inn & Suites St. Petersburg (a member of the Hilton Hotel group) is located next to the St. Petersburg Yacht Club in the historic downtown district. This conveniently-located, comfortable hotel features an art deco motif, with complimentary Wi-Fi throughout the hotel, a secluded roof-top swimming pool, and fitness room. All guests enjoy complimentary breakfast during their stay. Across the street from the hotel is the all-new St. Pete Pier, with 26 acres of walking/jogging paths, a variety of kids and family play areas (including a splash pad), fishing dock, several waterfront restaurants, a marketplace and picnic areas. Nearby is Tropicana Field, home to the Tampa Bay Rays.

Vibrant Art Scene and Sun Coast Beaches

American Style magazine highlighted St. Petersburg’s “vibrant” arts scene. Stroll down the cobblestone streets of Central Avenue or along the waterfront on Beach Drive and duck into one of the many cafes for dinner or a cocktail. The Museum of Fine Arts, Dale Chihuly Collection, Mahaffey Theatre, and Salvador Dali Museum are all within walking distance. A short drive away is St. Petersburg Beach – luring beach lovers to the Sun Coast. There’s no better place to go for St. Petersburg and Tampa Bay sailing lessons, and extend your learning vacation with another day or two to visit Busch Gardens and Disney World.

• Activities and Amenities
• Courses Offered
• What's Included

At the Hampton Inn & Suites in downtown St. Petersburg:

• Flat screen TV and DVD player in each guest room
• Complimentary, deluxe hot breakfasts
• Complimentary Wi-Fi throughout hotel
• Second-story terrace with heated swimming pool
• Guest laundry facility
• Fitness room
• On-site Suite Shop
• Coffeemaker, refrigerator and microwave in your room
• Valet parking
• Convenient downtown location directly across the street from marina and new Pier with many restaurants, bars, museums within walking distance

While other Florida sailing schools teach up to 6 people on a boat, Offshore Sailing School never teaches more than four per boat and instructor unless you opt for a Buy the Boat program. Private Couple or Family Courses are also available. Please check the individual courses for more details. Rates vary by season. Please see the “What’s Included” tab for more details. If you’d rather not book online, contact us: 888-454-7015 or 239-454-1700; email [email protected].

• Learn to Sail
• Fast Track to Cruising®
• Bareboat Charter Cruising Courses
• Live Aboard Cruising
• Catamaran Live Aboard Cruising
• Performance Sailing
• Monohull and Catamaran Refreshers

Here is an overview of what’s included when you take an Offshore Sailing School course in St. Petersburg at The Downtown Hampton Inn & Suites. Please check the individual course pages for more details.

An overview of what’s included when you book a package including accommodations at the Hampton Inn:

• Your course tuition
• Accommodations and taxes
• Complimentary daily breakfasts at hotel
• Your cabin aboard for Live Aboard Cruising Courses
• All breakfasts, lunches, snacks and three dinners aboard during live aboard courses (two dinners ashore are on you)
• Your course textbooks
• Diploma and logbook
• Course certifications when you pass the tests
• Other items specific to each course
• Exclusive one-year subscription to  Cruising World  or  Sailing World  magazine (mailed to U.S. address)

Call 888-454-7015 or 239-454-1700 Email  [email protected]

How to get to st. petersburg.

The Hampton Inn & Suites is a short drive or taxi ride from Tampa International Airport (TPA) and St. Petersburg-Clearwater International Airport.  Super Shuttle offers discounted one-stop direct service for Hampton guests and all the rental car services are available at the airports.

Address Information:

The Hampton Inn and Suites 80 Beach Drive NE St. Petersburg, FL 33701

6338 Presidential Court, #201  Fort Myers, Florida 33919

SPECIALS COURSES

Site Map Privacy Policy

LOCATIONS CONTACT US

ABOUT US SAILING TIPS

OPPORTUNITIES

© 2024 Offshore Sailing School - Official Site. OffshoreSailing.com is managed by Offshore Sailing School.

• Privacy Policy
• Fast Track to Sailing | Beginner to Advanced in Six Days
• Learn to Sail Certification Courses
• Family Learn to Sail Programs
• Sailing Lessons and Sailing Rides
• Small Sailboat Cruising Course
• Online Learn to Sail Course
• Fast Track to Monohull Cruising
• Fast Track to Catamaran Cruising
• Live Aboard Cruising Courses
• Bareboat Charter Courses
• Fast Track to Boat Handling & Docking
• Ultimate Cruising Course
• Boat Handling & Docking
• Navigation Courses
• Performance Sailing Courses
• Fast Track to Sailboat Racing Courses
• Performance Racing Clinics
• Coastal Passage Making Courses
• Offshore Passage Making Courses
• Celestial Navigation Courses
• Powerboat Courses
• Private Courses
• Docking Refresher Course on a Catamaran or Monohull
• Catamaran Refresher & 114 Endorsement
• IPC Prep With Cruising Certification & Catamaran Endorsement
• Team Building Programs
• Women’s Sail Sip Spa Week in the British Virgin Islands
• Top 10 Tips Learning How to Sail
• Safety and Comfort Aboard
• Sails & Sail Trim
• Steering and Maneuvering
• Handling Spinnakers
• Engine Maintenance
• How to Become a Sailing Instructor
• How to Choose a Sailing School
• Yacht Lease Management Opportunities
• Bookstore New!
• About Sailing
• Fort Myers Beach
• St. Lucia & Windward Islands
• Greece Ionian Islands
• Sicily In The Aeolian Islands
• Dubrovnik-Montenegro Flotilla Cruise
• Italy’s Amalfi Coast Flotilla
• Tahiti’s Society Islands
• Team Building
• Testimonials
• News, Specials & Events
• Offshore Sailing School Returns to Captiva Island, Florida
• Sailing – Out & About SWFL
• America’s Cup Endeavor Program Videos
• Growing Up Moorings
• Doris Colgate Sailing Clinic & Cup
• Steve Colgate Inducted Into National Sailing Hall of Fame
• OSS Student Proposes During Course
• Steve Colgate and National Sailing Hall of Fame
• St. Lucia and Windward Islands Flotilla Cruise
• Weathering Unexpected Bad Weather
• A Sailing Adventure He Still Can’t Believe Was Real
• 2016 Croatia Flotilla Cruise Diary
• How We Teach
• Steve & Doris Colgate
• Steve Colgate
• Doris Colgate
• Management Team
• Employment Opportunities
• Our Mission
• Our History
• Alumni Benefits
• Awards & Accolades
• Our Philanthropy
• Certification Levels
• GET STARTED

• Find Us On Facebook
• Find Us On Instagram

Captained and Bareboat Yacht Charter St Petersburg FL

The wildlife and nightlife of florida’s gulf coast.

Waypoints Florida offers elevated charter experiences in St. Petersburg, FL aboard new model yachts outfitted for comfort and performance. From our charter specialists to our captains, we know the best marinas, local hotspots, and more to help you maximize your cruise on the Tampa Bay.

During your charter vacation, you will enjoy beautiful seaside towns, secluded anchorages and fine marinas, white sandy beaches, sparkling blue waters, gentle winds, dolphins, and an array of wildlife. Bring your camera to capture the unforgettable Skyway Bridge and the multitude of seabirds, including ospreys, herons, egrets, and pelicans.

This Waypoints base also offers sunset cruises and corporate team building events.

Charter St. Petersburg with Waypoints ® to Experience:

• Daily, Weekend, and Week-Long Charters 
• Skippered, Bareboat, and ASA Certification Charters
• New Luxuriously Appointed Sailing and Motor Catamarans and Monohulls
• Yachts Equipped with Air-Conditioning and Ice Makers* 
• Provisioning and Personal Concierge Services

An Insider’s Viewpoint

“This is our second charter with Waypoints and we could not be more satisfied. Availability and pricing were clear, communication was prompt, and the staff was knowledgeable and nice. The Vinoy Marina is very convenient to a couple of airports so the crew had no problem coming in from all over the country. We think Waypoints is the best charter company available and already have another trip booked for January in St. Thomas!” Jim K.

“The entire team from the Waypoint dock manager, office staff, and dock hands as well as mechanics went above and beyond to make us have a great experience. Sailing Sereia changed me… it was such an incredible trip . With tears in my eyes, I left the boat and I have been counting the days until I can go back and sail her again. We loved all the crew we came in contact with – thank you again!” Constance M.

“We had a great experience with Waypoints Florida Yacht Charters! We spent four days in Florida on Leap of Faith and had a great time. It was our first sailing adventure. We explored Tampa Bay, Anna Maria, Egmont, Bradenton and Palma Sola. It was a great escape! “ Mark L.

Contact a Florida Charter Specialist Today

" * " indicates required fields

Notice of Use of Cookies

We use cookies and similar technologies to recognize your repeat visits and preferences, as well as to measure the effectiveness of campaigns and analyze traffic. To learn more about cookies view our Privacy Policy . By continuing to use our site, you consent to the use of cookies.

Sie verwenden einen veraltete Webbrowser. Aktualisieren Sie Ihre Version von Internet Explorer oder Installieren Sie einer modernen Webrowser um diese Site in vollen Umfang zu erleben.

• Sailing School
• Intelligent Sailing Inc

Would you like to learn on Monohulls, Catamarans or Both?

Now its time to pick the course that works for YOU.  

The ONLY Sailing School in Florida Specializing in one-on-one instruction. You, the Yacht and your Captain all to yourself.

Get your American Sailing Association Certification Here.

I ntell i gent Sa i l i ng offer i ng monohull & Catamaran opt i ons to learn to sa i l Introducing the Intelligent Sailing Fleet -

I .s 38c - new 2023 seawind 1160 catamaran , i .s 42c - new 2024 leopard 42 catamaran i .s 50c - newly refurbished in 2024 voyage 500 catamaran, & the following monohulls, i .s 32 new 2021 standard, i .s 34 new 2023 standard, i .s 35 new 2020 standard, i .s 38 new 2022 go b i g, i .s 42 new 2021 go b i gger, i .s 51 new 2023 go bold.

Intelligent Sailing School is in the top 1% in terms of the quality of our yachts. Our young Sailing Fleet  has more extras than any other ASA (American Sailing Association) sailing school . We promise to give you a quality experience unlike any any other ASA sailing school . Our boats always smell fresh with Electric Flush, Fresh Water Heads, & nice cold Air-Conditioning! The yacht you choose to sail on will give you a wonderful and comfortable experience to remember.

Intelligent Sailing School will provide  private instruction at a time that is convenient for YOU... Our Intelligent Sailing coaches will act like the Pro at the local golf club. Our goal is to be available to you for private coaching lessons on your private yacht.  OUR GUARANTEE: No matter if you are a novice or already have  experience - we guarantee to make you 100% comfortable and confident in your ability to bring your friends, family and work colleagues out safely and competently on whatever size yacht you decide to sail.

American Sailing Association Approved and Certified - located in St Petersburg, Tampa Bay.

Our Sailing School will give you a dream experience. Learn to sail on with one-on-one instruction. you, the boat, and the captain - all to yourself on one of our well-equipped, luxurious, and sweet-smelling yachts. (Don't make the mistake of sailing on a smelly old boat and never sailing again.)

Learn to sail on one or more of our Monohulls, or on our Catamarans or Both. 

You can select an individual course from one of our options or Design the Course for you... Select one of our Combo Courses. Combo courses are more popular than the standard ASA options.

Contact us below to get a quote. .

Intelligent Sailing School is the only sailing school that provides one-on-one instruction: you, the boat, and the Captain - all to yourself.  Fully-equipped Monohulls in a huge range of sizes.

Sail the Standard i.S 32, i.S 34, or i.S 35, or GO BIG - Sail the i.S 38 , GO BIGGER - Sail the i.S 42, or GO BOLD - Sail the i.S 51. All Go big, go bigger and go bold has a layout of 3 cabins, 2 electric heads, these yachts makes for a perfect vacation for you and your family, all while you learn to sail on brand new boats.  Our yachts are fully-loaded with air conditioning. Our professional Captains will 'hold your hand' during the entire length of your course or vacation; you will be in safe hands and have the experience of a lifetime.   We have a variety of courses to choose from (click here for mono courses) , and you can select any from below. We have options both with or without ASA certification – all depending on what you'd like. Intelligent Sailing  will give you a wonderful and comfortable experience to remember.

Intelligent Sailing School will provide private instruction at a time that is convenient for YOU.   Our Intelligent Sailing trainers will act like the Pro at the local golf club; our goal is to be available to you for private coaching lessons on a private yacht.

You can select an individual course from one of our options or Design the Course for you...

Select one of our combo courses. combo courses are more popular than the standard asa options., contact us below to get a quote. the only sailing school in florida specializing in one-on-one instruction. you, the yacht and your captain all to yourself..

Intelligent Sailing School is the only sailing school that provides one-on-one instruction: you, the boat, and the Captain - all to yourself.  A fully-equipped Leopard 45 Catamaran and coming soon a New 2023 Seawind 1160 38ft and a New 2023 Lagoon 51ft. The Leopard 45 is 45ft in length and 24ft in width, with a layout of 3 cabins, 3 electric heads. These yacht makes for a perfect vacation for you and your family, all while you learn to sail.  Our catamarans are fully-loaded for off-the-grid cruising. Our professional Captain will 'hold your hand' during the entire length of your course or vacation; you will be in safe hands and have the experience of a lifetime.  We have a variety of courses to choose from, and you can select any from below. We have options both with or without ASA certification – all depending on what you'd like. Our yachts will give you a wonderful and comfortable experience to remember.

Intelligent Sailing School will provide private instruction at a time that is convenient for YOU.  Our Intelligent Sailing trainers will act like the Pro at the local golf club; our goal is to be available to you for private coaching lessons on a private yacht.  OUR GUARANTEE:  Whether you are a novice or already have  experience - we guarantee to make you feel 100% comfortable and confident in your ability to bring your friends, family, and work colleagues out safely and competently on whatever size yacht you decide to sail.

Unlike other sailing schools, we offer one-on-one training. This means it will just be you or your group and your private trainer and a sailboat all to yourself. This way you can feel relaxed, knowing that you gain everything that is being taught which gives you true understanding of the processes involved in sailing competently on a good size sailing yacht.

• Find A School
• Certifications
• North U Sail Trim
• Inside Sailing with Peter Isler
• Docking Made Easy
• Study Quizzes
• Bite-sized Lessons
• Fun Quizzes
• Sailing Challenge

Come aboard and soak in the stunning views of downtown St. Petersburg, Florida, and the vast expanse of Tampa Bay with Intelligent Sailing’s top-notch experiences. Cruise on our cutting-edge luxury yachts for personalized, one-on-one coaching tailored to your skill level – whether you’re up for a laid-back “fun day” or aiming for advanced training and ASA certifications with our seasoned instructors. As ASA’s longest-serving Sailing School in St. Petersburg, Florida, boasting over 20 years of experience, we feature an entire fleet of new model yachts, ranging from just a few months to a few years old. With Intelligent Sailing, you sail and snooze on brand-new yachts!

Indulge in luxury with our Intelligent Sailing School or opt for our Yacht Club Membership program, or why not both? Gain exclusive access to our impeccably maintained fleet of yachts, including monohulls and catamarans ranging from 32 to 51 feet, each decked out with lavish amenities like multiple cabins, air conditioning, generators, refrigerators/freezers, fresh-water electric heads, and more.

Nestled in the prestigious Harborage Marina, our spot offers unparalleled convenience, with mega-yacht slips, a charming grilling area, swimming pool, lounge, showers, and laundry facilities. Enjoy easy access to downtown St. Pete’s vibrant scene, top beaches, and Tampa International Airport.

At Intelligent Sailing, we’re all about going above and beyond. From private cruises to beginner classes, corporate team-building events to special charters, we’ve got it all. Plus, explore ASA Sailing Certification Courses to boost your skills and confidence on the water.

Ready to turn your sailing dreams into reality? Our services include yacht brokerage, guiding you through every step of the process. With our Owner options, leave the care and maintenance to us while enjoying passive income opportunities based on usage.

Dive into the lively spirit of Tampa Bay and downtown St. Petersburg with Intelligent Sailing – where every journey promises extraordinary adventures.

Why settle for ordinary? Instead, join Florida’s premier sailing school and elevate your adventure with Intelligent Sailing. Choose from our fleet of new yachts and take your sailing escapades to new heights.

American Sailing Certifications Offered

Other Services Available

• Couples Courses
• Private Courses
• Weekday Courses
• Weekend Courses
• Corporate Team Building Courses
• ASA 'Challenges'
• Day Sail Charters (public)
• Day Sail Charters (member-only)
• Sunset Cruises
• Sailboat Cruises
• Racing Courses
• Spinnaker Courses

ASA Veterans Sailing Education Program - Sign Up Now >>

At ASA we recognize the sacrifices made by the brave men and women who have served or are serving in our country's armed forces. As a token of our appreciation, and our way of saying thank you, we are inviting veterans and active military personnel to share our passion for sailing by offering a discount on our ASA 101 Basic Keelboat Sailing course. Intelligent Sailing is offering a minimum of $50.00 or 10% off their ASA 101 Basic Keelboat Sailing course.

Sailing School Reviews / Testimonials

David - Intelligent Sailing

Trey - Intelligent Sailing

Payton - Intelligent Sailing

Contact Information

Other Popular Schools...

• Learn To Sail
• Mobile Apps
• Online Courses
• Upcoming Courses
• Sailor Resources
• ASA Log Book
• Bite Sized Lessons
• Knots Made Easy
• Catamaran Challenge
• Sailing Vacations
• Sailing Cruises
• Charter Resources
• International Proficiency Certificate
• Find A Charter
• All Articles
• Sailing Tips
• Sailing Terms
• Destinations
• Environmental
• Initiatives
• Instructor Resources
• Become An Instructor
• Become An ASA School
• Member / Instructor Login
• Affiliate Login

ASA Sailing Courses: Basic Cruise & Learn

Liveaboard Caribbean Sailing School – Basic Cruise and Learn

Get qualified to charter up to a 40-foot boat anywhere in the world. You'll spend one week out on beautiful Caribbean waters learning the sailing skills you need to start bareboat cruising on your own.

The Basic Liveaboard Sailing School course includes: Basic Keelboat (ASA 101), Basic Coastal Cruising (ASA 103), and Bareboat Cruising Certification (ASA 104). Our Basic Liveaboard Sailing School course is a great way to earn your ASA Bareboat Cruising certification.

Live Aboard Sailing School Details

• Spend seven days exploring the beautiful islands of the Grenadines while you learn along the way.
• Even better – extend your adventure! We can cover the same material at a more relaxed pace with our ten-day Extended Cruise and Learn!
• This sailing course covers navigation, maneuvering under sail and power, anchoring, and learning to skipper a cruising sailboat.
• There are no prerequisites for this course. Just a desire to start living your dream!
• All of our Liveaboard Sailing School classes are taught aboard well-maintained boats in the 39- to 45-foot range.
• We limit class size to no more than four students to ensure plenty of time for individual instruction and hands-on sailing.
• While sailing through the islands, your instructor will cover the curriculum for three levels of ASA certification: Basic Keelboat (ASA 101), Basic Coastal Cruising (ASA 103), and Bareboat Charter (ASA 104).
• Experience the local island flavor when we go ashore for at least three of our evening meals.
• Extend your course to 10 days and enjoy the islands at a more leisurely pace!

Price and Availability

7- or 10-day courses available. Class size is limited, so please call or e-mail today for availability! Call us at (206) 549-9191 or contact us here !  For current pricing please check our  PRICING  page.

*All Cruise and Learn courses require a minimum of two students for confirmation.

Follow us on Facebook and Instagram!