St. Thomas: Sailing & Powerboat Charters

Enjoying the magnificent waters around St. Thomas will be the highlight of your vacation. Sail or motor into small quiet coves, snorkel at beautiful reefs and just bask in the delightfully warm sun and tropical breezes. Or take a sunset sail and enjoy the tranquil beauty and romance of Caribbean evenings. Many charter boats are 6-packs, holding a maximum of 6 passengers. There are larger boats that can accommodate groups. Charters are available in half day trips, full day, sunset sails, dinner cruises and also overnight trips or Term Charters. While in the Virgin Islands you can also Learn to Sail. Prices on day trips average around $85 to $125 a person, depending on charter and length of trip. Amenities vary but might include open bar, lunch, snorkel gear, floats and other water toys. Visit the featured charters below!



Independence

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Independence

Independence

  • Spend the best day of your vacation aboard Independence, a big, comfortable ketch, cruising the bays of St. John and the small islands in Pilsbury Sound. She is equipped with awnings for shade, mats for sunbathing, top notch snorkel gear and all US Coast Guard required safety equipment. Captain Pat Stoeken has been delighting guests with sea stories, delicious meals, beverages, great sailing and snorkeling for over 20 years. A limit of 6 guests and a crew of 2 make for a personalized experience. Half or full day. Let us know what we can do to make a special day for you.

Lion In Da Sun

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Lion In Da Sun

Lion In Da Sun

  • Lion In Da Sun uses a 28ft Scout powerboat providing stability, speed, and open bow seating while island hopping on a day trip. Discover what the area is known for; snorkeling, beachside restaurants and bars and white sand beaches. Visit the BVI islands of Jost Van Dyke and Norman Island or head to the Baths for the day. Stay in U.S. waters and see all of what St. John has to offer in the bays and cays surrounding the island. Ultimately the entire trip is up to you; we are however more than pleased to help you design it and then boat you to the best day of your vacation!

See and Ski Powerboat Rentals

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See and Ski Powerboat Rentals

See and Ski Powerboat Rentals

  • For over 25 years, See & Ski has been giving visitors an opportunity to explore the Virgin Islands on their own by boat! Their premier rental fleet includes 26' prowler cats which take sea conditions easily insuring your comfort; and are equipped with bimini tops offering extensive shade cover. Visit incredible beaches, island hop around St. John and the British Virgin Islands, snorkel, relax at a famous beach bar, water ski or take a fishing trip. All boats are fully equipped with Coast Guard Certified safety equipment, coolers, ample dry storage, freshwater showers and fuel efficient twin engines. Enjoy a terrific day on the water, contact See and Ski!

Ilanality Boat Charters

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Ilanality Boat Charters

Ilanality Boat Charters

  • Ilanality (eye-la-nality) provides boat chartering services anywhere within the beautiful U.S. and British Virgin Islands. Whether you would like to hop between the islands snorkeling the beautiful underwater sights, sample some of the best food the Caribbean has to offer or you just want to beat the hassles that comes with traveling to and from the airport as well as the other smaller not so populated islands, Ilanality can provide the right service for you. So check us out and get ready for one of the best days of your vacation.

Tribal Daysails

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Tribal Daysails

Tribal Daysails

  • Tribal is a 40-foot trimaran specializing in custom tailored day charters, snorkel excursions, fishing, and sunset sails. The boat is a high performance racing trimaran designed for speed and comfort. The shaded cockpit can comfortably seat up to six guests for a more personal sailing experience. Hammocks and side nets also offer nice lounging areas to kick back right over the Caribbean ocean. Drinks and snacks are complementary all day. We also offer sunset sails. Experience a romantic sunset with an assortment of Hors d'oeuvres and a full open bar as you take in one of the most beautiful sunsets you will see in your lifetime. We specialize in sailing so make your reservation today!

Hookin N Crookin

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Hookin N Crookin

Hookin N Crookin

  • Hookin N Crookin is your way to see the Virgin Islands. Design your own itinerary, or allow us to design one for you. Our locally experienced captains can show you great snorkel spots, cruise to secluded beaches, go fishing, or just island hop. Our 30 ft Luhrs, 30 ft Moonie, and 21 ft Robalo allow us to do almost any water activity you desire. Our goal is to make your trip with Hookin N Crookin the most memorable part of your vacation. You go away smiling, we go away smiling! Full day trips start at $600, includes captain and fuel. Stop by our kiosk in American Yacht Harbor, give us a call or visit our website.

Morningstar Charters

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Morningstar Charters

Morningstar Charters

  • Experience Morningstar! When you start with the island's finest sailing charter everything else is a Breeze. Come with us and be pampered for the day. Experience the natural beauty of the islands and pristine waters aboard a 42' sailboat with Captain Mike and crew. Your voyage includes a snorkel stop, open bar and an elegant lunch on board. Let Morningstar be the highlight of your vacation. Visit us online or call for more information.

Jester Sailing Adventures

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Jester Sailing Adventures

Jester Sailing Adventures

  • Fun day sail adventures to St. John and the British Virgin Islands. Come sail in the cool tropical breezes and explore the beautiful white sand beaches and snorkel the colorful coral reefs. With a maximum of just 6 guests, relax and enjoy Capt'n Jim's freshly prepared gourmet grub and luscious specialty libations! Sail Jester and experience the very best of the Virgins! Visit our web site or call for more information.

New Horizons Daysails

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Coupon

New Horizons Daysails

  • Come aboard! Sail away with us for a day, and experience the perfect balance of adventure and relaxation aboard our sixty-four custom ketch. There is nothing like it! All you need is your towel! Swim, snorkel, sun or just relax as you sail the Caribbean in the unparallel spaciousness of your own private luxury yacht! There is no need to lift a finger; our warm, friendly, professional crew will pamper and entertain you. After all, it is your day! Call us to make a reservation for what will be the highlight of your trip!

  • Book Online and Save!

    New Horizons Daysails

    $80 per person Sail away with us for a day. Experience the perfect balance of adventure and relaxation.

    Book Now

Sea More Charters

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Sea More Charters

Sea More Charters

  • Join Captain Frank on your private 42ft. yacht Sea More for a special day exploring the sites around St. Thomas, St. John or Jost Van Dyke and Norman Island in the BVI. Full day trips allow for time to relax onboard, explore a secluded beach or party at a beach bar! Want to snorkel? Snorkel gear is provided and Frank knows the best spots! Sea More can accommodate up to 14 people (12 for BVI trips), has an open bar and snacks. Lunch stop at a local restaurant. Experience the islands like a local - get in touch with Sea More Charters today!

Fury Sailing Charters

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Fury Sailing Charters

Fury Sailing Charters

  • SWIM WITH THE TURTLES SNORKEL/SAIL. Join the crew aboard the newly refurbished sailing yacht FURY for a 3.5 hour excursion to the National Marine Wildlife Refuge at Buck Island. Here you will encounter endangered Green Sea Turtles and a variety of sea life in their natural habitat. Trip includes: all snorkel gear, open bar, snacks, fresh water shower and free pickup and drop off at the Havensight Cruiseship Dock. Trips depart twice daily and can accommodate up to 24 guests. Voted #1 excursion activity on St. Thomas by Tripadvisor.com. Sunset sails available. To book the best day of your vacation, visit our website or give us a call. Thanks, Capt. Mike Fury.

Daysail Fantasy

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Daysail Fantasy

Daysail Fantasy

  • Join Captain Pam with a maximum of just six guests on her modern Pearson sloop for an exhilarating sail in the protected waters of the beautiful St. John National Park and surrounding cays. Fishing, sailing, amazing snorkeling, beachcombing, swimming with endangered sea turtles and a deliciously prepared hot lunch in the shaded cockpit. Open bar & Jimmy Buffet tunes. Snorkel gear provided, along with special floats and instruction, making it easy for all ages. Just $140 per person all inclusive. Voted Best Daysail St. Thomas 5 Years, Recommended By Trip Advisor, Frommers & Fodors.

Island Sol

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Island Sol

Island Sol

  • Performance sailboat racing, wakeboarding, kiteboarding, hiking & snorkeling the National Park... think outside the box and enjoy the Virgin Islands the way the locals do! Our powerboats are customized for maximum fun with all the toys, giant wakeboard towers and plenty of horsepower. Our fleet of IC-24s are regatta performers and come with the option of an experienced racing skipper/instructor and are available for rental, charter and regattas.

St. Somewhere Charters

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St. Somewhere Charters

St. Somewhere Charters

  • Tired of sloppy, drunken booze-cruise party boats? Of being just another face in the herd? Our 48' motoryacht gives you plenty of elbow room, our professional crew a less stressful environment, and our smaller, more intimate groups provide you the personal service you deserve. We offer half-day and full-day cruises for swimming, snorkeling, finding some of the best beaches in the islands or just spending the day enjoying the fun and sun. We also offer romantic sunset cruises as a perfect way to end your perfect day on the islands. Contact us today for more information!

Pirates Paradise Adventures

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Pirates Paradise Adventures

  • Luxury powerboat excursions for snorkeling, swimming, or beach bar crawling in the U.S. and British Virgin Islands. Swim with turtles, lay on white sand beaches, visit the Baths (BVI), relax in a hammock at Soggy Dollar Bar (BVI), or just admire the views of top beaches, including Trunk Bay on St John (USVI) and White Bay on Jost Van Dyke (BVI). Our stylish, sexy 32' boat, "Red Beard" offers a huge swim step, lounge-style seating, sun pad, toilet & cold drinks. Captain Stan, a USCG & British Boatmaster licensed captain, will be your guide, helping you customize the itinerary to your wishes. The boat you choose for your tour really does make a difference!

Daydreamer & Coconut

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Daydreamer & Coconut

  • Have a fantastic day of great sailing, lots of snorkeling, excellent service and delicious food! Our boats offer speed which enables us to explore more of St. John and islands around her. Expansive decks, shade awning and floats satisfy your need for comfort. We try to take you off the beaten path to some of those places you've dreamt about. And whether its snorkel instruction, beverage and food service or just telling tales our amiable crew will help make your day memorable, safe and fun. We offer full and half day trips, sunset sails, Sunday brunch and BVI trips.

  • Take a Daysail and Save!

    Daydreamer & Coconut

    Pay in cash...and save 10%!!! (offer applies to adult rates only) Children 3 -12 years old are 1/2 price! Tots 2 and under are free!

    Book Now

Daysail High Pockets

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Daysail High Pockets

Daysail High Pockets

  • A Cut Above! Join Captain Kathleen, a Registered Nurse and gourmet cook, for an outstanding day aboard the classic elegant yacht, High Pockets. Featuring spectacular sightseeing under sail, amazing snorkeling in secluded coves and just plain fun! Amenities include quality snorkel gear with expert instruction, sumptuous lunch and a thirst quenching open bar. Sailing St. Thomas, St. John and the Virgin Islands National Park with no more than six guests. Private parties welcomed. Wedding proposal, anniversary, birthday... we specialize in the celebration of great occasions and the every day! Visit our web site for more information!

Yacht Nightwind

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Yacht Nightwind

  • Enjoy the thrill of gliding over the seas on the classic fifty seven foot wooden yawl Nightwind; built in Sweden as a true blue watersailing yacht. Enjoy a private sailing and snorkeling excursion with your family or friends. Nightwind is licensed by the U.S. Coast Guard to carry up to 15 passengers so we can offer EXCLUSIVE CHARTERS TO SMALL AND MEDIUM SIZED GROUPS. We offer convenient dock-side boarding and a comfortable sail to St. John and nearby islands for snorkeling and beaching. Breakfast, lunch, snacks, open bar and snorkeling gear included. Daysailing in the USVI since 1977.

Sail Island Girl Yacht Adventures LLC

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Sail Island Girl Yacht Adventures LLC

Sail Island Girl Yacht Adventures LLC

  • Come Sail Away aboard Island Girl, a 45 foot sloop! Maximum of 6 guests insures an intimate sailing and snorkeling adventure. Tradewind sailing at its best! Snorkel the pristine turquoise waters of the sunny Caribbean. Swim with sea turtles, rays, an abundant variety of sea life, corals, sponges, Caribbean fish, or even see a ship wreck. Havensight Dock arrival, we meet you where your ship docks, no taxi ride necessary. Crown Bay Dock arrival, a short taxi ride, approximately 5 minutes will get you to us. Captain Mike will whisk you away for your Caribbean Adventure! Half Day $75.00 pp, Full Day Sails $125.00 pp, Sunset Sails $65.00 pp.

Sail with Liberty Charters

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Sail with Liberty Charters

Sail with Liberty Charters

  • Come sail with Liberty, and enjoy true freedom aboard our luxury sailing yacht! Experience the difference of sailing with a friendly, experienced captain and snorkeling in gorgeous, secluded anchorages. Relax in the Caribbean breeze on our spacious deck or in the shaded cockpit. Sailing trips include a refreshing open bar. Sail with Liberty has the best rates for up to six guests in St. Thomas because you can bring your own lunch (deli is across the street). Coming on a cruise ship? Come for a half-day sailing excursion. Check out our fantastic rates, starting at just $75 per person. Come Sail with Liberty!

Magic Moments Luxury Excursions

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Magic Moments Luxury Excursions

Magic Moments Luxury Excursions

  • Treat yourself to a true Luxury Excursion on a 45' Sea Ray. Vast cockpit space for lounging and dining, cushioned tanning areas, elegantly appointed interiors. Feast on a French style continental breakfast and a gourmet lunch. Discover the 5 most beautiful destinations in the Virgin Islands. Itineraries can include Tortola, Norman Island, the Baths in Virgin Gorda, Jost Van Dyke and Sandy Cay. Sightsee, snorkel, swim, relax. Create a Moment that will last a lifetime. Regular and exclusive charters available. Voted #1 by Daily News readers. Rated "Excellent" by TripAdvisor. Recommended by Foder's Guide.

Elixir Charters

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Elixir Charters

Elixir Charters

  • Elixir, a sixty foot custom Hatteras Motoryacht is the largest and finest day charter yacht in the Virgin Islands. A maximum of six guests allows the staff to pamper you with an eggs benedict breakfast and filet mignon and lobster tail lunch served to you at a bronze sea turtle table on our shaded aft deck. Enjoy three fabulous snorkel/beachfront stops, top quality snorkel gear, double kayak, fast inflatable, double hammock, giant sun pad, air conditioned salon with Bose home theater system, and our open top shelf bar including vintage wine and champagne. Full day trips and sunset dinner cruises daily. BVI trips available on private charters. Unforgettable!

Scubadu

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Scubadu

  • Scubadu is a 40 by 25 foot luxury Catamaran, specializing in private day, sunset, and/or dinner sailing excursions. Leave the crowds behind as you explore the beautiful waters, islands, and beaches of the United States Virgin Islands. We sail you to beautiful snorkel and swimming spots you can't get to by car. Scubadu departs from Red Hook, St. Thomas or Cruz Bay, St. John. Because we only do private charters for a maximum of 12 people, we can customize your trip to your groups' needs. We provide the Captain, first mate, delicious food, beverages, snorkel gear, and fresh water showers. All you need to bring are towels and non-spray sunscreen.



St. John Feet Fins 4 Wheel Drive

VITraders

$13.95

This is a complete, easy-to-use, fun, travel guide to exploring the trails, beaches and roads on St. John, Virgin Islands. It tells you exactly where to go, how to get there and what to do and see when you arrive.

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