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www.SailinginStThomas.com

Exclusive Private Sailboat Charters for Couples & Small Groups Throughout
the U.S. and British Virgin Islands


We are now offering private 2-5 day sailing adventures for couples in the US and British Virgin Islands departing from St. Thomas. So get out of your hotel room and experience what the Caribbean has to offer without the expense and commitment of a week long charter! Let us customize a special sailing adventure just for you! Check out our availability by clicking on the reservations tab.
Custom Sailing Charters on St. Thomas USVI

Why Sail With Us?


We only take small groups of up to 6 people out at a time on daysails and our overnights are limited to 2 people, so we can give you a private, comfortable sail. Our large cockpit is completely covered providing shade for everyone aboard. Of course if you want to be in the sun, there is plenty of lounging space on the decks. You won't be crowded with 40 other people on a catamaran without shade! You will also get personalized service while sailing with us. Dawn will cook a meal suited to your tastes and make your drinks to your liking. It's your trip and we are here to make it one of the most enjoyable. Check out our availability by clicking on the reservations tab.
Other activities you can do in the Virgin Islands while sailing with us

Activities You Can Do While Sailing


Besides enjoying the blue sky and crystal clear waters of the Caribbean, there are numerous other activities you can experience while sailing with us. These include: snorkeling, scuba diving, taking a walk on the beach, swimming in the crystal clear ocean, relaxing and tanning, visiting ancient ruins, paddle boarding, hiking, shopping at ports of call, and much more!

Meet your Hakuna Matata Crew

Meet Your Captain and First Mate


We love meeting new people and teaching them about the aquatic life of the USVI. Each sail and snorkeling trip is unique in it's own way and seeing and sharing the smiles of our passengers makes our job the best in the world. You can relax and enjoy sailing in some of the most beautiful waters or if you prefer to learn how to sail, you can help.


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