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St. Thomas: Sailing Charters & Excursions

St. Thomas’ wonderful weather and beautiful scenery offer perfect conditions for sailing. St. Thomas island and its Yacht Club hosts multiple sailing regattas throughout the year, and has produced champion sailors. Since you are visiting an island so well regarded for sailing, what are you waiting for – Go Sailing! Whether you’re a landlubber that wants to have a relaxing sailing excursion where you are pampered with open bar and lunch; stop at a few quiet coves and snorkeling spots; and if you’re lucky swim with turtles. Or you are an avid, seasoned sailor that wants to get in on the sailing action for which the island is renowned. Either way, your day out sailing is sure to be a favorite memory of your St. Thomas vacation. Many sailing charters cater to groups of 6 passengers, and there are larger boats for bigger groups. Charters are available in half day trips and full day. Sunset sails are also an option and a fantastic way to enjoy the tranquil beauty and romance of Caribbean evenings. Visit the featured charters below for more information.

Featured Sailing Charters

Sweet Pea Catamaran Charters

Sweet Pea Catamaran Charters

Sweet Pea Catamaran Charters - Private Catamaran Charters available for up to 12 guests. The 40’ Catamaran features Two large trampolines for lounging, fully shaded cockpit, gourmet freshly prepared lunch, full premium bar, guided snorkel tour, quality snorkel gear, fresh water showers, two heads and a crew that is exceptional at making this the best day of your vacation. Please bring Towels, sunscreen, and cameras. We can vary the details to suit your day.


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Sail with Liberty Charters

Sail with Liberty Charters

(Hurricane Status: Open for Business.) Sail with Liberty welcomes you aboard for a memorable full day sail, half day sail, or sunset sail for up to 6 guests. We also offer private sails and excursions. Sail among the tropical islands, cays, and reefs of St. Thomas and St. John National Park on our beautiful Bruce Roberts Offshore 44' ketch. Captain Ryan treats guests to a fun-filled day with amenities that include a delicious lunch, refreshing drinks, shaded cockpit, spacious decks, great snorkel and flotation gear, convenient swim platform, and terrific rates. TripAdvisor reviewers rank Sail with Liberty "Excellent." See our video and more info at sailwithliberty.com.


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Oh Be Joyful Sailing

Oh Be Joyful Sailing

Sail away with Oh Be Joyful Sailing for an unforgettable excursion of sailing, snorkeling, and discoveries in the most beautiful waters of the Caribbean. Board the fabulous sloop Bavaria 44 Ocean Spirit on either St. Thomas or St. John. Full day, half day and romantic sunset sails available. Enjoy an excursion to St. John and nearby islands of Pillsbury Sound. Plenty of room to relax in the shaded cockpit or soak up the sun on our spacious decks. The luxurious cabin downstairs is great for a nap! We provide satisfaction, and one of the nicest days of your vacation. TripAdvisor Excellence Awardee.


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Sail Eden

Sail Eden

(Hurricane Status: Closed until further notice. Plans to reopen, stay tuned.) Join Captain Chris for a wonderful, relaxing day of sailing and snorkeling on EDEN a 37 foot Tartan sailboat. Our first snorkeling location is Buck Island, a National Marine Wildlife Refuge. Explore coral reefs, snorkel over a ship wreck and see more beautiful fish than you can imagine. After a healthy snack we sail to Water Island and to Bill's secret cove for lunch, more snorkeling and beach exploring. Fabulous lunch/open bar/ shaded cockpit/ guided snorkeling tours (with instruction if needed). Departs from downtown St. Thomas. Six guests max. Half day tours $85 per person/Full day$135 per person $120 for children 12 and under.


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Fury Sailing Charters

Fury Sailing Charters

(Hurricane Status: Open for Business) 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. Day Sail on St. Thomas includes: 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 25 guests. Voted #1 excursion activity on St. Thomas by Tripadvisor.com. Sunset sails available. Don't miss this very unique and popular wildlife excursion!


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Catania Yacht Charters

Catania Yacht Charters

(Hurricane Status: Open for business.) Come Sailing with Catania Yacht Charters: excursions in the USVI and BVI, specializing in small groups of up to 6 guests. Catania is a traditional 80 year old sloop with a legacy of spending over 30 years circumnavigating the globe. Be pampered on an unforgettable excursion of a lifetime. Captain Ocean will enthrall you with the history of the Virgin Islands and stories of his around the world voyage. Discover pristine white sand beaches and enchanting hidden coves. Experience an underwater world full of spectacular marine life. Enjoy refreshments from our open bar. Full day, half day, and sunset sails available.


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Independence

Independence

(Hurricane Status: Let's go Sailing! Open for business.) 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.


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Daydreamer & Coconut

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.


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Tribal Daysails

Tribal Daysails

(Hurricane Status: Rebuilding, stay tuned.) 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!


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Scubadu

Scubadu

(Hurricane Status: OK, and will start daysails on December 16th. See you then!) Scubadu is a 43 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 U.S. Virgin Islands. We sail 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.


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2018 Virgin Islands Wall Calendars

USVI, St. Thomas, St. John and St Croix

These calendars contain beautiful images of the islands, prior to the hurricanes of September 2017. Your order helps keep business going for us and the local businesses that make and distribute the calendars, books and souvenirs we carry. Thank you for your support.

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