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Sail Yorktown

Yorktown's sailing tours: yorktown, va, explore yorktown's sailing charters.

• our most popular!
• User All ages
• Hour Glass 1 hour and 30 minutes
• Sailboat Schooner Alliance II

Schooner Alliance II: Yorktown Sightseeing Day Sail

Enjoy a daytime cruise aboard the Tall Ship Alliance II on the York River from the Riverwalk Landing Pier. Immerse yourself in 300 years of history and enjoy the village streets and paths overlooking the York River before you board the ship. Book online!

• Hour Glass 2 hours

Schooner Alliance II: Yorktown Scenic Sunset Sail

Take a scenic sunset cruise aboard the Tall Ship Alliance II on the York River from the Riverwalk Landing Pier. Come aboard and enjoy the evening views of the York River while enjoying a beverage from our ships’ galley.

Yorktown Pirate Ship Adventure Sail

Bring the kids to Captain Mayhem’s School of Piracy and watch them set the sails, steer the schooner, and learn sailor skills! This sail is our kid-friendly cruise, recommended for kids 10 and under. Older kids may prefer Sightseeing Day sail.

July 4th Fireworks Cruise

What could be more patriotic than watching the July 4th Fireworks from a tall ship at Yorktown’s waterfront? This trip departs after the sunset sail and returns after the fireworks.

Explore Our Yorktown Sailing Charters

Yorktown Sailing Charters | Williamsburg Sailing

Set Sail for a By-Gone Era with Yorktown Sailing Charters

Step back into history when you join the crew of the Yorktown Schooner Alliance or Schooner Serenity. Lend a hand at setting sail, take the helm and steer the ship, or look for dolphins and osprey as you glide along the shores of the York River. You will relive sailing’s Golden Age as you cruise past the Victory Monument and Battlefield where our country won its independence. Book your Yorktown cruises online today!

For those who love history, yearn for romance, or have dreamed of a true sailing adventure,

Your Yorktown Ship has just come in!

Setting sail on the historic waters of Yorktown, VA is a magical experience. Let yourself fall into the rich surrounding history and the majestic ship you’re aboard while amongst family and friends – a fresh breeze pulling it all together. It’s our passion at Yorktown Sailing Charters to introduce you to the beauty of the waters we’ve been sailing for over 30 years, give you lifelong memories and keep you coming back for more.

Whether you’re looking for things to do in Williamsburg, VA or searching among the best sailing charters on the Chesapeake Bay, your journey stops with us.

Yorktown Cruises & Sailing Specials

Special events are welcome as we are pleased to offer private sailing charters for weddings, corporate cruises, our own exciting pirate cruises and more. Among the popular pirate cruises you will watch as the kids raise the sails, learn sailors skills and truly experience what it was like years ago aboard a schooner! Catering services and beverages for purchase are available options for your convenience.

For the ultimate enjoyment of a day of sailing come join Yorktown Sailing Charters. After boarding the Schooner Alliance II (48 passengers max) or Schooner Serenity (6 passengers max) you will understand why so many satisfied customers have raved about our sailing cruises for years! We look forward to introducing you to the history, romance and beauty found in and around our boats.

Yorktown Cruise Ships & Sailing Charters Events

Thank you for checking out our website. Continue browsing around for more information on our Chesapeake Bay and Yorktown, VA sailing and boat tours. If you have questions about any of our tours or how you can book a tour, give us a call today at 888-316-6422 or send an email . We look forward to hearing from you and taking you on your next sailing tour!

What Our Customers Have To Say! ★★★★★

Delightful Sail!

A wonderful afternoon with friends sailing out of Yorktown. It was a delightful 90 minutes on the water aboard a two-masted schooner.

Great Experience!

It was our first time visiting Williamsburg Yorktown and Jamestown and the sightseeing sail was definitely something we wanted to do and we were not disappointed. The Captain and crew were very friendly and we learned a lot of history of the area. Overall it was a wonderful time and very relaxing afternoon. Would definitely recommend!

Yorktown Sailing Charter!

We had a great time. Wish there would have been a little more wind. The commentator was very well versed in his local history.

We had a blast!

We thoroughly enjoyed our sunset cruise. The crew was excellent and we especially enjoyed the history lesson. We highly recommend Yorktown Sailing Charters.

It was very informative and fun. Would do it again.it was not crowded like other tours. The crew was very friendly. You definitely get what you pay for.

Delmarva Charters

Bareboat and skippered sailing charters on the chesapeake bay., why charter from delmarva charters.

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Virginia beach, va, virginia beach boat charters & tours.

It's no wonder we were named the #1 company nationally, as we tailor every trip to each client's ideal day based on their preferences. Our private charters showcase the finest boats in Virginia Beach, with pricing that offers the perfect balance: competitive, yet delivering the most value, the opportunity to experience a wide range of activities all on one trip, capacity for groups up to 13, and unsurpassed comfort. Discover some of our guests' favorite tours below. Whether one catches your interest or several do, with SeaEO Luxury Boat Charters, you're set for an unforgettable experience.

⋙ Cape Charles Tour on the Eastern Shore ⋘ ⋙ The Narrows Sandbar ⋘ ⋙ Cozy & Intimate Couples Anniversary Date Night ⋘ ⋙ Birthday Bash ⋘ ⋙ Historic Tours featuring Fort Monroe, Yorktown, Williamsburg, Jamestown, and more! ⋘ ⋙ The Duck Blind Sandbar Excursion ⋘ ⋙ Dinner cruise under the sunset/stars ⋘ ⋙ Dinner Cruise to Fine Dining Restaurant, with a intimate cruise back ⋘ ⋙ Spearfishing Excursion ⋘ ⋙ Dolphin Safari & Marine Life Expedition ⋘ ⋙ Sandbar Excursion ⋘ ⋙ Nightlife & Club Excursion to Waterside District or Chic's Oyster Bar, etc. ⋘ ⋙ Famous Secluded Sunset Experiences ⋘ ⋙ Bar & Restaurant Hopping ⋘ ⋙ Firework Celebration ⋘ ⋙ Sightseeing & POI Tours ⋘ ⋙ Party Cruises ⋘ ⋙ Special Celebrations of Anniversaries, Birthdays, Proposals, & More ⋘ ⋙ Fine Dining & Bottomless Brunch Experience ⋘ ⋙ Shipwreck Tours ⋘

View our luxury adventure boats, check pricing and current availability, and book your adventure today by clicking below!

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Notable Features on our Boats

⇛ Air Condition (Most of our Fleet)

⇛ Bluetooth / AUX audio

⇛ Children's & Infant Life Jackets

⇛ Cooler / Ice Chest

⇛ Deck / Washdown Shower

⇛ Depth & Fish Finder

⇛ Enclosed Cabin to escape the sun, weather, or just take a break

⇛ Large Sunpad to Sunbathe

⇛ Refrigerator

⇛ Stateroom for Infants & Children to Lay Down

⇛ Sunroof (Most of our fleet)

⇛ Swim ladder

Allowed on Boat

What's not included / what to bring.

Not Included: ⇛ Fuel (Each Boat's Typical Cost Disclosed in Booking Process)

What to Bring: ⇛ Drinks, Food, Snacks (Catering Available upon request) ⇛ Snorkel Gear (Available for rent for only $10) ⇛ Sunscreen ⇛ Towels

Pricing, Availability, Duration, & Boat Details

⇛ Click Here ⇚ to select your desired location for additional boat details, check pricing and current availability, and available durations

Pick-up Location

Pick-up location is at Lynnhaven Public Boat Ramp located at  3576 Piedmont Cir, Virginia Beach, VA 23455

Cancellation Policy

⇛ Full Refund: Cancel at least 6 days before the booking start date and receive a full refund.

⇛ Partial Refund: Cancel between 2-5 days before the booking start date to receive a 50% refund.

⇛ Non-Refundable: Cancellations within 2 days of the booking start date are not eligible for a refund.

⇛ Operator Cancellation: Should we need to cancel due to weather or other unforeseen circumstances, you will receive a full refund or credit.

Boats Offered in Virginia Beach

Types of charters offered in virginia beach, dinner cruises, sunset tours, brunch & breakfast cruises, snorkeling tours, weddings & ceremonies, corporate & professional functions, entertainment & party charters, lgbtq friendly, nature & wildlife tours, fishing tours, spreading of ashes & memorials, customize your charter.

Pick-up location is at Lynnhaven Public Boat Ramp located at 3576 Piedmont Cir, Virginia Beach, VA 23455

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Welcome to 757 Sailing Charters

The freedom.

Our Cruises

DAYTIME CRUISES

Check out our different types of Daytime Cruises!

SUNSET CRUISES

Check out our different types of Sunset Cruises!

Testimonials

My fiancée and I really enjoyed our trip out with 757 sailing. It was a relaxing afternoon surrounded by a beautiful view and landmarks which the captains were very knowledgeable about it. They were very welcoming to us and we felt safe and at home our entire trip. I would highly recommend this to anyone on vacation or if you’re in the area wanting to try something new!

Tommy let me and my friend sail on a beautiful summer day. His lovely wife also accompanied us. I was itching to get out of the house due to the pandemic lock down. So I was looking for safe ways to do so and that’s when I found 757 Sailing Charters. The sailboat was beautiful and we even got to put our feet over the boat while we were sailing. Tommy made sure we were comfortable and safe, which was exactly what I needed for my first time sailing. I would definitely sail with him again. This was one of my favorite days, and it’s all thanks to 757 Sailing Charters.

757 Sailing Charters provided us with a wonderful afternoon of excitement and fun. I have never sailed before, and my hubby knows little about it too. However, 757 Sailing Charters made our first experience delightful and unique. It started on the dock with Captain Robert helping us on board and giving us the safety lesson. Captain Robert gave us a history of the area and pointed out unique things at the mouth of the James River as we motored out where we could use the sails. Since I had never sailed before, I appreciated the way Captain Robert explained how the boat worked with which sails he was using and how they made the boat heel. It is a beautiful vessel and a lovely experience with the wind pushing us along. The amenities on the boat were very nice and we could sit out in the sun or inside the cabin. They were attentive to our needs and made sure everything went smoothly. Thanks for the wonderful experience that afternoon.

• Yacht Sales

Sailing Charters

Now booking for Summer 2024! Native Island offers sailing charters on the Chesapeake Bay in Virginia for special occasions and small groups. Our charters are on Ellen Ripley,  a 38-ft Maine Cat, the first zero emissions, all electric, powered by 100% renewable energy charter. 

Powered by nature.

Our Mission

We are committed to promoting sustainability and environmental awareness. Our goal is to inspire positive change by demonstrating how small changes in our daily lives can have a big impact on our marine environment. By sailing with us, you are choosing to "Go Native" and take an active role in protecting our bay and its marine life.

Connect With Us

Native Island Sailing, LLC

Hampton, Virginia

(757) 751-0730 | [email protected]

Copyright © 2024 Sail Native Island LLC - All Rights Reserved.

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Catamaran and Monohull Charters

Our luxury sailing catamarans and monohulls are designed to envelop our guests in comfort and class. One of a kind in Hampton Roads, they offer amenities to enjoy optimal viewing of the Chesapeake Bay’s sunsets and wildlife. Amenities include a galley area, salon, restroom, freshwater shower, boarding ladder, ample space & comfortable seating throughout including our lido deck. The spaces above & below deck are great for day trips, sunset sails and private events.

We provide a USCG Qualified Captain and Host

Our crew is hand-picked and from the local area, providing exceptional customer service during your charter. We not only work for Sail Virginia but love being involved in our local sailing community! Each charter includes one of our crew that will be your host and will assist with boarding and exiting the vessel, as well as tending to any of your catering needs and questions while on your sailing adventure.

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If you disable this cookie, we will not be able to save your preferences. This means that every time you visit this website you will need to enable or disable cookies again.

NEXT PUBLIC SAILS ARE SATURDAY, AUGUST 31ST AT 3PM AND 6:30PM - SEE YOU ON BOARD!

American Rover Sailing Cruises

Sunset cruises, norfolk harbor tours, & private boat charters in norfolk, virginia, setting sail from downtown norfolk since 1986.

• Hour Glass 2 hours
• Clock Varies

Two-Hour Norfolk Harbor Cruise

See the sights on this daytime cruise, our most popular for children and families! You can lend a hand setting the sails, take a turn at the helm, or simply sit back and enjoy the cruise as the captain points out the highlights of the harbor!

Two-Hour Sunset Cruise

Set sail on this fun and romantic evening cruise! The Sunset Cruise is the perfect way for adults, couples, groups of friends, and colleagues on a company outing to spend an evening.

Sail the Elizabeth River & the Port of Virginia

Set sail with the friendly and experienced crew of this 120-passenger sailing schooner. We offer daytime and sunset Norfolk Harbor cruises under sail on the smooth waters of the Elizabeth River and the Port of Virginia. Help hoist the sails, take a turn at the helm, or just relax as the captain points out the sights on this historic Norfolk Harbor tour. Sunset cruises feature live entertainment.

This elegant ship with her distinctive red sails is Coast Guard inspected for safety. Comfortable seating is available on the shaded upper deck and in our air-conditioned below-deck area with ship store, bar, and restrooms. Our sails and charter boats in Virginia have been popular for families, weddings , field trips, group outings , and company parties since 1986. Cruises depart from the Waterside Marina in Downtown Norfolk. Come aboard and sail with us!

Read Reviews of Our Incredible Crew & Boat Tours in Norfolk, VA

I imagine a lot depends on how the weather is, but we lucked out. It was calm (didn't help the sailing portion I suppose), and the skies were clear. Not too hot either. We got to experience a perfect sunset, and even got a bonus moonrise out of the deal! The ship's Captain was great and explained everything as we were sailing. As it got to sunset time, a musician entertained the ship by walking around and taking requests. It was fun all around and everyone seemed to enjoy it.

I have been on this cruise four times now. It is great! The crew is friendly and knowledgeable. The boat is extremely clean and very comfortable. There are two very clean bathrooms onboard. They sell adult drinks, sodas, and snacks. Also, there is a musician that walks around singing and playing the guitar. He plays fun sing-along songs by a variety of artists. This cruise is my favorite thing to do in Norfolk!!! I will be back for a fifth time later this summer!!

This was probably a highlight for me, I absolutely loved it and told my husband I couldn’t wait to go again. The captain gave a wonderful tour and for couples wanting to experience a romantic evening, this is very romantic, watching the sunset was just beautiful. I highly recommend it, you won't be sorry!

This was a great way to entertain the family. We enjoyed drinks, musician and the narrative from the captain. The night was warm with a slight breeze and the sunset even cooperated. It was a peaceful and relaxing time.

This was a perfect activity for a beautiful day! The crew was very friendly and the Captain gave a narrative of what we were seeing. It was really impressive to see them set the sails. A great way to see the harbor!

Perfect, affordable outing for my family! 2 of our teenagers was away for the weekend which left us with our 10 & 2-year-olds! So peaceful and relaxing for ALL!

Would highly recommend, great commentary, friendly staff, bar and snacks available and length is just right

Check out our other cruise options in Norfolk and Virginia Beach!

Atlantic explorer whale & dolphin watching, victory rover naval base cruises, atlantic scout dolphin watching, naval station bus tours.

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Departure date

Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, 7 boat rentals in virginia: yacht charters.

In addition to the best offers we have for boat and yacht charters in Virginia, see also options available for rent in these nearby locations:

• 20 boat rentals in Arlington, VA
• 20 boat rentals in Alexandria, VA
• 20 boat rentals in Eisenhower East, Alexandria, VA
• 20 boat rentals in Potomac, Alexandria, VA
• 20 boat rentals in Old Town, Alexandria, VA
• 20 boat rentals in Alexandria Historical District, Alexandria, VA
• 19 boat rentals in Seminary Hill, Alexandria, VA
• 18 boat rentals in Leeway, Arlington, VA
• 18 boat rentals in Mount Vernon, VA
• 18 boat rentals in Engleside, Mount Vernon, VA

Rent a Boat in Virginia, US with Sailo!

Looking for a boat rental in Virginia? Rent a yacht in Virginia to see this stunning location like you’ve never seen before. With a private boat rental in Virginia from Sailo, you and your family or friends will have the freedom to discover some of the most beautiful parts of Virginia. Whether you choose a sailboat, catamaran or a motorboat, you are in for a thrilling, romantic and unforgettable adventure aboard your private yacht charter in Virginia.

The best Virginia private boat rentals available on Sailo

Explore the beauty of Virginia state from Norfolk by a yacht charter. You’ll find 2 boats to rent in Norfolk with Sailo, for the best choice. Set sail on one of our several elegant sailboats. You can also choose from numerous catamarans, available to charter. What better way to discover the shores of Virginia than from the deck of a luxury motor yacht? Browse the multiple motor boats in Virginia available on Sailo for your ideal boating trip. You’ll also find larger party boat rentals in Virginia, perfect for groups of 13 or more available in Virginia.

How to rent a boat charter in Virginia?

Wondering how to find the best charter for a memorable experience on the water in Virginia? We have created a set of advanced filters to help you navigate easily our database of Norfolk boat rentals and yacht charters, and find the one for you. First pick a start date and then choose your trip duration. You can go for an extraordinary of 2, 4 hours or full day experience. Next, select the number of guests, the type of boat and the price range you are comfortable with. The crew filter helps you narrow down the results to the boats with the captain included in the price, or bareboats that you’ll captain yourself. Choose the boat you want in Virginia, to view more pics, read description and reviews. Message the owner if you have any questions or continue with your booking request.

How much does it cost to charter a yacht in Virginia?

Norfolk yacht charters for daily trips are available at an average of $1100 per day. Cheaper boats (sometimes with no captain included) may be rented for $250. Our Norfolk premium boat charters in Virginia may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

What happens in case of bad weather?

For captained charters, weather cancellations and reschedulings are entirely at the discretion of the Captain or Boat Owner. The Renter can not invoke 'bad weather' and request a refund as reason for cancellation unless the Captain or the Boat Owner agrees to it. For captained charter, the Captain will make the decision if the weather conditions are dangerous to get out on the water. Cloudy skies or a slight chance of rain are not grounds for cancellation or rescheduling. If a cancellation or rescheduling due to bad weather is necessary, either the Renter or the Boat Owner must send an email to [email protected] stating the reason. If the Renter sends such a request, the email must include a written confirmation from the Boat Owner. Read more details here .

Because we love the ocean

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

• Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
• Eco-friendly sunblock can help prevent damage to marine life
• buy local and sustainable food products

However long you’re sailing for, a little goes a long way. Read more about responsible boating.

Popular private boat rentals in US among renters

• Norfolk boat rentals
• Virginia Beach boat rentals
• boat rentals in Washington DC
• sailboat rentals in Washington DC
• party boat rentals in Washington DC
• motor boat charters in Washington DC
• yacht rentals in Baltimore, MD
• boat charters in Maryland
• New York boat rentals
• New Jersey boat rentals
• boat rentals in Jersey City, NJ
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• British Virgin Islands
• La Paz, Mexico
• Cabo San Lucas, Mexico
• Key Largo, FL
• St. Vincent and Grenadines

VACATION IN PARADISE

V irginia beach, sailing charters.

PUBLIC CRUISES

2-HOUR PARADISE SAIL

Departing daily from Portsmouth and/or Little Creek for a 2-hour cruise on the Elizabeth River, passing by the largest U.S. Navy base in the country.

This is our most popular for children and families!  You can lend a hand setting the sails, take a turn at the helm, or simply sit back and soak up the sights.

$100/Person  (Minimum of 4)

*** Maximum Capacity 6 Passengers

3-HOUR SUNSET SAIL

Set sail on this fun and romantic evening cruise! The Sunset Cruise is the perfect way for adults, couples, groups of friends, and colleagues on a company outing to spend an evening. 

$125 per Person

*** Maximum Capacity 8 Passengers

VIEW OUR UPCOMING SPECIAL EVENT CRUISES

Come and join us for a private charter! Take one of our three boats to a private beach or ride around the bay in style. While out on the water you will be able to see some million-dollar homes and even spot some dolphins! You will have the option to stop at some of our favorite restaurants (Chicks Oysters Bar, Bubba’s and Porch on Long Creek).

Pontoon Broad Bay Private Charter

Take our pontoon out to celebrate any occasion.  You will be able to invite up to 10 people including yourself. This boat comes with bluetooth speakers, a cooler and a sink.

Come take out this

5-Seater Bugatti JetCar

We allow 5 Guests per JetCar and the total weight cannot exceed over 800 pounds. If you would like to have a captain/guide to help you navigate your trip, please select the option when booking. If you choose not to select a captain/guide, you or someone on the JetCar MUST have held your boater’s card for 1+ years and must demonstrate you can operate the vessel. If you have not had your Virginia boater’s card for over a year and you select a captain/guide, you will still be able to drive the JetCar under the supervision of the captain/guide. (If you decided to have a driver you will only be able to invite 4 people including yourself)

Duration & Rates

30 minute charter $125, one hour charter $250, 90 minute charter $375, two hours charter $500.

This boat is a wonderful endeavor for a variety of events, including but not limited to bachelor parties, corporate outings, family days, birthday parties and more. This spacious Luhrs 31-foot vessel can accommodate up to 6 anglers to fish in comfort and style. The boat comes equipped a generator, microwave, dining area, bathroom, shower, and icebox to keep the catch fresh during the day. This boat fits 10 people comfortably. To rent this vessel you must have held your Virginia Boaters Card for 7+ years or have your US Coast Guard Captain license.

Two Hour Charter $700

Three Hour Charter $900

Four Hour Charter $1,100

Our Gallery

Jet Ski Rental

We offer Jet Ski rental add on through an affiliated company starting at $250 for 2 hours. Contact for more info!

Enjoy tubing while out with your family and friends for only $100.

Giant Float Mat can be added to any booking longer than 3 hrs or more for only $100.

Rental FAQ’s

Can i bring my own food and beverages.

Yes, you are more than welcome to bring any additional food or beverages items you would like with you the day of your charter.

Can I bring my own chairs and beach towels for the beach?

Yes, we allow you to bring as chairs and towels aboard with you.

What if I want to change my current booking date to a different date?

If no other bookings have been placed or interfere with moving your reservation to another date, we offer that service complimentary to our customers. We do require a 72-hour notice to modify your reservation in certain circumstances.

What if there’s hazardous weather at the time of my departure?

We do offer day charter hazardous weather rescheduling without any additional fees.

What is included?

• All our charters come with an option for you to select your own licensed Coast Guard certified captain.
• Complimentary ice, water, and soda.

What you should bring?

• Towels if you’d like to swim.
• Food and beverages that you would like.

Are pets allowed?

We love pets, but unfortunately they are not allowed.

Am I able to drive the JetCar myself?

Yes, you will be able to drive the JetCar as long as you have your Virgina Boaters License. 

Here is the link to the course; 

https://www.boatus.org/virginia/?gad_source=1

What Our Client’s Say…

Amazing experience i really enjoyed my time out on the legacy boat charter. the first time being back on any boat in a while.it was definitely a vibe , laid-back smooth atmosphere.definitely on point i went on the sunset cruise. smooth sailing down the river and watching so many beautiful scenery we came upon a private beach went to go chill an relax for a few. while on the way back i spotted dolphins. i was so happy that captain was able to go back around and let us see the dolphins definitely that was the icing on the cake for me. dolphins was literally in groups swimming next to our boat i literally was so amazed. highly recommend a smooth cruise with legacy boat charter very private and intimate so many events you can do., legacy boat charters, llc never disappoints. the owner and staff are professional and polite. the captains are skilled and very knowledgeable of the waterways. we booked a broad bay tour and purchased the beach picnic add-on. everything was phenomenal from start to finish and exceeded expectations. we had such a nice time that we booked again for a sunset cruise, which was very peaceful and relaxing with a beautiful view of waterside. these boat rides are perfect for any occasion and are family friendly. the owner is very responsive to inquiries. i would definitely book again., i had a blast for friday night lights legacy boat charter is the best the captain is so nice and fun i got a chance to interact with one of the owners and he had the same spirit a little slice of heaven in our own little hampton roads area i recommend legacy boat charter to everyone who is looking for a relaxing chill evening and might i add the sunset was beautiful and golden it was my favorite part, wow booked with legacy on a friday evening. the ride was smooth and the captain was able to entertain a few questions i had in detail. the charcuterie board added an elegant snack that was much appreciated. will definitely book again, all bookings are by reservation only.

Text or Call Us at 757-981-6679 for more information or to place a booking.

757-981-6679

[email protected]

Lynnhaven Boat Ramp Virginia Beach, VA

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Rent the best Virginia Beach luxury yacht charters of 2024

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Hampton, VA

Sightseeing/fishing on the Chesapeake Bay - INCLUDES FUEL & FISH GEAR!

Norfolk, VA

Tuna, Wahoo, & Mahi-Mahi Fishing with Capt. Louis!

How to rent a luxury yacht charters in virginia beach, find the perfect boat.

Enter your desired location and date to explore our fleet of luxury yacht charterss.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

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Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

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Luxury Yacht Charters in Virginia Beach, VA

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US Virgin Islands

A USVI yacht charter is a perfect blend of laidback relaxation, sophisticated shopping and dining, quaint towns, turquoise waters, stunning beaches and landscapes full of adventure.

Virgin Island Sailing® can help you book the ideal USVI yacht for your sailing vacation.

Speak to a Charter Expert: (800) 382-9666 REQUEST A QUOTE

Easy Wind Bareboat Charter in US Virgin Islands

• 35.3 Length Total
• 2 Cabins Total
• 2 Max. Guests
• Waypoints Yacht Charters
• Yacht Type: Sailing Monohulls
• Yacht Age: 2023
• Manufacturer: Dufour
• Model: Dufour 37 - 2 cab.
• Air Conditioning
• Water Maker

MY IRISH LADY Bareboat Charter in US Virgin Islands

• 38.4 Length Total
• 3 Cabins Total
• 6 Max. Guests
• Virgin Islands Yacht Charters
• Yacht Type: Sailing Catamarans
• Yacht Age: 2020
• Manufacturer: Leopard
• Model: Leopard 39

Infinite Blue Bareboat Charter in US Virgin Islands

• 38.5 Length Total
• 4 Cabins Total
• 8 Max. Guests
• Manufacturer: Fountaine Pajot
• Model: Fountaine Pajot Lucia 40

QUARDA JEEPI Bareboat Charter in US Virgin Islands

• 39.1 Length Total
• 11 Max. Guests
• Dream Yacht Charter
• Yacht Age: 2022
• Model: Fountaine Pajot Isla 40 - 4 + 1 cab.

Island Curtisea Bareboat Charter in US Virgin Islands

• 4 Max. Guests
• Model: Fountaine Pajot Isla 40 - 4 cab.

TOLKIEN II_DB Bareboat Charter in US Virgin Islands

• 39.3 Length Total
• 10 Max. Guests
• Yacht Age: 2018
• Manufacturer: Catana
• Model: Bali 4.0 - 4 cab.

NOBLE SHADOW 2 Bareboat Charter in US Virgin Islands

• 40.0 Length Total
• Model: BALI 4.0

NANCYE IV Bareboat Charter in US Virgin Islands

• 40.4 Length Total
• 7 Max. Guests
• Model: Bali Catspace OW

SADALBARI _DB Bareboat Charter in US Virgin Islands

• 40.8 Length Total
• Manufacturer: Beneteau
• Model: Oceanis 41.1

CALYPSO Bareboat Charter in US Virgin Islands

• 41.0 Length Total
• 5 Cabins Total
• Model: Astrea 42

SeaSea Bareboat Charter in US Virgin Islands

• 41.3 Length Total
• Model: Fountaine Pajot Astrea 42

KRUZEN Bareboat Charter in US Virgin Islands

• 42.0 Length Total
• Yacht Age: 2021

BELLATRIX Bareboat Charter in US Virgin Islands

• 9 Max. Guests
• Manufacturer: Lagoon
• Model: Lagoon 42 - 3 + 1 cab.

BELIEVEN Crewed Charters in US Virgin Islands

MIMBAW Crewed Charters in US Virgin Islands

• Yacht Age: 1999

MIMBAW Captain Only Charters in US Virgin Islands

MOONGLADE Bareboat Charter in US Virgin Islands

• 42.2 Length Total
• Model: Bali 4.2 OW

UNCHARTED Bareboat Charter in US Virgin Islands

• Model: Bali 4.2 - 4 + 1 cab.

Request Confirmation

Terms and conditions, charter experts, llc terms & conditions.

PLEASE READ THESE TERMS AND CONDITIONS (“ Terms ”) CAREFULLY AS THEY CONTAIN IMPORTANT INFORMATION REGARDING YOUR LEGAL RIGHTS, REMEDIES AND OBLIGATIONS AS WELL AS A SECTION GOVERNING THE JURISDICTION AND VENUE OF DISPUTES. THESE TERMS ALSO CONTAIN A LEGALLY BINDING RELEASE, WAIVER OF LIABILITY, AND ASSUMPTION OF RISK. By creating a username, a login, clicking submit, using the services of Charter Experts, LLC d/b/a Virgin Island Sailing® (“ Broker ) or by accessing Broker’s website, you agree that you have read, and acknowledge your acceptance of these Terms. The Terms are subject to change at any time without notice at Broker’s sole discretion. Additionally, any transaction for which you have made payment shall be governed by the form of Terms in effect at the time of such payment notwithstanding any subsequent changes hereto.

If you are obtaining a quote, information, booking travel for and/or securing or procuring a Charter (as that term is defined in Section 1 below) for more than just yourself, all references below to “Charterer” or “you” (and derivations thereof) shall be read to mean you on behalf of yourself and each individual within your group for whom you are obtaining a quote, information, booking travel for and/or securing or procuring Charter.

These Terms shall be read together and construed, to the fullest extent possible, to be in concert with any other agreement by or among Broker and Charterer. To the extent they cannot be so construed, then in the event of any direct conflict between these Terms and any other agreement by or among Broker and Charterer (including but not limited to the agreement executed by Charterer for a Charter Reservation (as that term is defined in Section 1 below), these Terms shall prevail.

• Prepaid Charter Reservations . Typically, Broker negotiates charter rates in advance with the yacht owner or charter company (“ Charter Provider ”) to obtain cost-effective rates, and facilitate reservations and availability for yacht charters, excursions and travel (the “ Charter ”). Broker also provides services to you by facilitating the booking of reservations for consideration and receives a commission from the Charter Provider (the “ Broker Fee ”). The Broker Fee is included in the pre-negotiated Charter rate provided to you, plus taxes and other fees where applicable. You agree that your payment is for the total amount set forth in the applicable Charter agreement (which Charter Provider may refer to as a Charter Contract, Charter Agreement, Booking Terms & Conditions, Instructions and Terms for Accommodations, as well as other derivations) provided to you by Broker (“ Charter Agreement ”). Upon execution of the Charter Agreement and receipt of the applicable deposit, you will have made a reservation for the Charter that authorizes Broker to facilitate the Charter on your behalf (“Charter Reservation”), including making payment arrangements with the Charter Provider. You further agree that Broker is a third-party beneficiary to the Charter Agreement and shall have the right to enforce such agreement to the extent it deems such enforcement necessary or advisable to protect its rights hereunder or under the Charter Agreement.

  Broker retains the Broker Fee as compensation in arranging your Charter Reservation. The Broker Fee varies based on the amount and type of Charter and/or services provided by Broker.  By making a Charter Reservation, you accept and agree to the relevant cancellation and no-show policy of the Charter Provider set forth in the Charter Agreement. Cancellation and no-show policies vary for each Charter. Carefully read the Charter Agreement and additional information provided to you by Broker. It is expressly agreed by Charterer that the Broker Fee is earned at the time the Charter Reservation is made. Late payment, wrong credit card or debit card details, invalid credit or debit cards, or insufficient funds are for your own risk and account, and you will not be entitled to any refund of any prepaid amount unless the Charter Provider expressly agrees otherwise under the Charter Agreement or in some other signed writing.

• Charter Rules and Restrictions . Additional terms and agreements will apply to your Charter Reservation and any purchase or rental of equipment or other items, supplies, provisions and travel you may select. Please read those additional terms carefully. In particular, if you have purchased airfare, please ensure that you read the full terms and conditions of carriage issued by the supplier. You agree to abide by the terms of purchase imposed by any supplier with whom you elect to deal, including but not limited to payment of all amounts when due and compliance with the supplier’s rules and restrictions regarding availability, charges, fares, and use of products and services.
• Payment . All payments must be made by personal check, bank/wire transfer, ACH payment and/or with a major credit card unless otherwise expressly stated. The total price for the Charter Reservation will be billed in U.S. Dollars unless otherwise stated. Some banks and credit card companies impose fees for international transactions. If you are making a reservation from outside of the United States on a US credit card, your bank may convert the payment amount to your local currency and charge you a conversion fee. This means the amount listed on your credit or bank card statement may be in your local currency and therefore a different figure than the amount provided by Broker for the Charter Reservation. In addition, a foreign transaction fee may be assessed if the financial institution that issued your credit card is located outside of the United States. Booking international travel may be considered to be an international transaction by the financial institution or card company. The currency exchange rate and foreign transaction fee is determined solely by your financial institution on the day that it processes the transaction. If you have any questions about these fees or the exchange rate applied to your booking, please contact your financial institution. Broker shall not be liable to you for any such service, conversion, or exchange fee.

  Broker expressly reserves the right to cancel your Charter Reservation if full payment is not timely received as set forth in the Charter Agreement.

• Cancellation and Rescheduling . You may cancel or change your Charter Reservation as set forth in the Charter Agreement by and among you, the Charter Provider and/or Broker. Please note that some Charter Providers do not permit changes to or cancellation of reservations after they are made, or after a certain date, as indicated in the Charter Agreement. You agree to abide by the terms of the Charter Agreement with respect to your Charter Reservation. Broker will not be responsible for reimbursing Charterer for any previously tendered deposits or payments by Charterer and disclaims all liability for the failure of a Charter Provider to refund or return any such funds.
• Credit Card Transactions and Chargebacks . If for any reason, any Charter Provider is unable to provide the Charter, or any part thereof, for which you have contracted, your remedy lies against the Charter Provider, and not against Broker. However, Broker will use reasonable efforts to assist you and Charter Provider in reaching a resolution to a dispute between you and the Charter Provider. In the event that your payment has already been transferred from Broker to Charter Provider or to an escrow account, you agree that you will not seek a chargeback against Broker for such amounts transferred. You further agree to indemnify and hold Broker harmless from and against any liability, loss, damage or expense (including without limitation, reasonable attorneys’ fees) that Broker may incur in connection with chargebacks against Broker or under the Charter Agreement and your performance thereunder. If Broker incurs any costs, including but not limited to attorneys’ fees, to recover any payments charged back by your credit card company or other financial institution, you agree that you will be liable for these costs. If your payment is declined for any reason, you agree to settle any amounts owed to Broker via money order, cashier’s check, personal check or bank/ACH transfer immediately.
• Broker Responsibility . Broker makes arrangements with the Charter Provider. Broker additionally makes additional arrangements with other suppliers for the various components and other services that comprise your Charter (“Charter Suppliers”). Broker is not an agent of these Charter Providers or the Charter Suppliers (and the Charter Providers and Charter Suppliers are not agents of Broker). Broker expressly disclaims any liability for the actions or omissions of the Charter Provider and the Charter Suppliers. The Charter Providers and the Charter Suppliers reserve the right to refuse service to you at their sole discretion. Broker assumes no liability for the acts of the Charter Provider or the Charter Suppliers in refusing service. Broker is not responsible for schedule changes and does not offer compensation for those changes. Broker is not responsible under any circumstances for any injury or damages you may suffer, in connection with sea, air or ground transportation, hotel accommodations, or other travel or excursion services arranged by Broker.

  You understand Broker is not the source or supplier of the Charter or other travel services you requested and acts solely as a broker for the Charter Provider and the Charter Suppliers. You agree that the Charter Provider and Charter Suppliers whose names appear in the information supplied to you are those who are solely responsible for providing the Charter you purchase. You consent to and request the use of the Charter Provider and the Charter Suppliers and agree to not hold Broker responsible should any of them: (i) fail to provide the Charter or travel services you purchased, whether or not such services are listed in the Charter Agreement or otherwise, (ii) fail to comply with any applicable law, or (iii) engage in any negligent act or omission that causes you any sort of injury, damage, delay or inconvenience.

By using Broker’s services, you waive and release any claim against Broker, its affiliated and subsidiary companies, and their respective officers, directors, employees, contractors, and agents, arising out of or in connection with any loss of or damage to property or injury to any person caused by reason of (i) any defect, negligence, or other wrongful act or omission, or any failure of performance of any kind, by any Charter Provider, Charter Suppliers, or any other provider of sea, airline, hotel, ground transportation or any other travel provider connected to or otherwise associated with the Charter, (ii) any claim for inconvenience, loss of enjoyment, mental distress or other similar claim, (iii) any delayed departure, missed connection, substitute accommodation, termination of service or change in fares or rates, and (iv) overbooking, flight or other travel cancellation, lost or misconnected personal property, or any claim arising out of the air transportation portion of your travel, and (v) or any other claim arising out of or otherwise related to the Charter Agreement or services provided by the Charter Provider and the Charter Suppliers.

Excepting only liability that directly arises from the gross negligence or willful misconduct of Broker, you will not hold Broker responsible for any injury, damage or loss you may suffer while on a Charter, whether incurred on the Charter or in connection with any other rental, purchase, excursion or activity, regardless of the relationship of any of the foregoing with the Charter Provider or the Charter Suppliers.

• Your Responsibility . By booking a Charter with Broker, you agree to defend and indemnify and hold harmless Broker, Charter Provider, Charter Suppliers, and each of their respective officers, directors, employees and agents, from and against any and all claims, causes of action, demands, recoveries, losses, damages, fines, penalties or other costs or expenses of any kind or nature, including but not limited to reasonable legal fees, arising out of or in connection with: (i) your breach of these Terms or the documents referenced herein; (ii) your violation of any law or rights of a third party; or (iii) your use of the Broker website.

You will review your Charter Agreement and travel documents for accuracy upon receipt. You understand that it is your responsibility to review the accuracy of all details in the Charter Reservation provided to you, and that you may contact Broker if you have any questions.

You assume full and complete responsibility for checking and verifying any and all passport, visa, vaccination, or other entry requirements of your destination(s), and all conditions regarding health, safety, security, political stability, and labor or civil unrest at such destination(s).

You understand that Broker recommends purchasing travel insurance to cover certain risks inherent in travel such as supplier bankruptcy and the inability to travel due to a medical or personal emergency.

• No Warranties . All Charters, products, services, advice and information is provided on an “as is” and “as available” basis without warranties of any kind, either expressed or implied to the fullest extent permitted under the law, including but not limited to, warranties of title or implied warranties of merchantability, satisfactory quality or fitness for a particular purpose. Without limiting the above, no warranty or guarantee is made (i) regarding the acceptance of any reservation request or Charter Reservation; (ii) regarding the availability of Charters, or any other product and/or services through Broker; (iii) that the use of Broker’s website will be error-free; or (iv) regarding the completeness, accuracy, reliability or quality of any information, content, data, service, advice or merchandise provided by Broker or through Broker’s website.

Broker has no special knowledge regarding the Charter Provider’s or Charter Supplier’s financial condition, unsafe conditions, health hazards, weather hazards, or climate extremes at locations to which you may travel during or otherwise in connection with your Charter.

• Limitation on Liability . In no event shall Broker, Charter Provider, Charter Suppliers, and/or their respective affiliates, or any employees, agents, officers, directors, members or managers of any of the foregoing (“Broker and Charter Releasees”), be liable for any direct, indirect, punitive, incidental, special or consequential damages arising out of, or in any way connected with, your access to, display of or use the Broker’s website, the Charter or services provided to you in connection with the Charter (including, but not limited to, your reliance upon opinions of the Broker), whether based on a theory of negligence, contract, tort, strict liability, consumer protection statutes, or otherwise, and even if Broker and/or any other of the Broker and Charter Releasees have been advised of the possibility of such damages.

If, despite the limitation above, Broker or the Broker and Charter Releasees are found liable for any loss or damage which arises out of or in any way connected with any of the occurrences described above, then Broker, Charter Provider, Charter Supplier and the Broker and Charter Releasees will in no event exceed, in the aggregate, the greater of (a) the Broker Fee, and (b) One-Hundred Dollars (US $100.00).

The foregoing limitation of liability reflects the allocation of risk between the parties. The limitations specified in this section will survive and apply even if any limited remedy specified in these Terms is found to have failed of its essential purpose. The limitations of liability provided in these Terms inure to the benefit of Broker and/or its providers.

The foregoing does not affect any liability which cannot be excluded or limited under applicable law.

• Limitation on Time to File Claims . ANY CAUSE OF ACTION OR CLAIM YOU MAY HAVE ARISING OUT OF RELATING TO BROKER’S SERVICES OR THE WEBSITE MUST BE COMMENCED WITHIN ONE (1) YEAR AFTER THE CAUSE OF ACTION ACCRUES, OTHERWISE, SUCH CAUSE OF ACTION OR CLAIM IS PERMANENTLY BARRED.
• Waiver . No waiver by Broker of any term or condition set forth in these Terms shall be deemed a further or continuing waiver of such term or condition or a waiver of any other term or condition, and any failure of the Broker to assert a right or provision under these Terms shall not constitute a waiver of such right or provision.
• Severability . If any provision of these Terms is held by a court or other tribunal of competent jurisdiction to be invalid, illegal or unenforceable for any reason, such provision shall be eliminated or limited to the minimum extent such that the remaining provisions of the Terms will continue in full force and effect.
• Governing Law and Mandatory Venue . The laws of the State of Florida govern the rights and obligations of the parties to this Agreement and the interpretation, construction and enforceability thereof. You agree that any action or proceeding initiated by Charterer against Broker shall be brought solely in the federal and state courts of Hillsborough County, Florida, and you submit to the jurisdiction of those courts and waive any objections to the exercise of personal jurisdiction over you by those courts. In the event any action or proceeding is initiated by Charterer in a court outside of Hillsborough County, Florida, Charterer agrees to pay Broker’s costs and reasonable attorneys’ fees associated with defending such action or proceeding and waives any and all defenses to the transfer of said action or proceeding, whether jurisdictional or otherwise, to a federal or state court in Hillsborough County, Florida.

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