This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry" designed 40ft Baba pilothouse Cosmos Mariner. Whether you want to learn a few things ... More

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memori... More

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to sail you through the tranquil waters of the USVI and beyond. Our experienced captain and crew will sai... More

We are a family owned small business; we have a love for true sailing and authentic relationships here in the islands. Looking for more time on the water? Join us for our all inclusive private day sail adventure as well!... More

Slip away to the British Virgin Islands and experience the fun and sun of magical Jost Van Dyke! After checking in at the Westin at Frenchmans' Reef, start the day with a cruise along the southern coast of St. Thomas on the way ... More

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the US Virgin Islands. Snorkel gear,noodles, fuel, drinks and light snacks are ... More

Set sail on an unforgettable private sailing charter aboard the luxurious 50’ Beneteau yacht, Antillean, in the stunning waters of the U.S. Virgin Islands. Ideal for small groups and intimate getaways, this charter offers custom... More

Set sail from Vessup Bay on a 43-foot monohull and discover the beauty of the Virgin Islands. As you cruise through turquoise waters, relax on deck with a refreshing drink and take in stunning views of lush hills and hidden coves.... More

Your private group up to 12 individuals will enjoy a Luxury Sunset and Champagne cruise about our luxury 50' Voyage catamaran. We head out early evening where we begin cruising out of American Yacht Harbor in Red Hook on St. Thoma... More

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private Day sail adventures are also available. We are a classic sailing com... More

We would love to host you all and show you a wonderful day on the water! This itinerary is set to maximize witnessing the beauty of the Virgin Islands, particularly St John. Departing from Cruz bay allows us a wonderful day on ... More

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day of your vacation. Whether you want to sail all day or find a nice anchorage to relax and swim, we're... More

Avoid the crowds All tours are limited capacity for more social space, outstanding personalized service, and to help promote sustainable tourism. The start to a perfect evening is always the sunset. Board your luxury sailing cat... More

With 20 years of experience sailing here in the US Virgin Islands we have found that our guests value the smaller venue for purists sailing. We can offer as much or as little instruction as you request while you take the helm of y... More

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swi... More

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swi... More