You will have private, personable and unique experience with Sailing Tipitina. We are owner/operators and live aboard this classic sailboat with our sweet Weimeraners Oyster and Pearl.... More

Enjoy a private full day charter on a smooth-riding, 36' power catamaran with long swim ladders that make getting in and out of the water a breeze. Certified for up to 12 passengers, you’ll have plenty of space whether you are r... 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

All of our private charters are unique and customized to the interests of the guests... from bird watchers, to sunbathers, snorkelers, photographers, divers, cocktail connoisseurs, food enthusiasts, folks seeking the “best of”... More

Join us on the power catamaran Jost Boat for a snorkel adventure and lunch at a floating taco bar. Take a cruise on the south shores of St. Thomas and St. John and enjoy a morning snorkel off one of the many coral reefs surround... 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

To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy ports of St Thomas to meet near the commuter ferry terminal in Cruz Bay. The ferry ta... More

Join us aboard one of our luxury catamarans, as we set sail for the best snorkeling destinations surrounding St. John. Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies,... More

Don't miss this unique experience to swim with sea turtles and a fun paddle over clear, blue waters. Small groups of six per guide will kayak to a beautiful beach and snorkel in a calm, protected bay.  This 4-hour guided tour in... More

Come along to experience the best of the Virgin Island's natural beauty on a four hour kayak and snorkel tour with an experienced guide. Discover the wonders of observing sea turtles in a calm, protected bay.  The only tour wher... More

Snuggle up with our boat dogs, Oyster and Pearl, on our comfy bean bags as you watch the sunset. Our sailboat is a 43' Hans Christian, she is a true classic sail yacht which is meticulously maintained and a real head turner. Come ... More

Join us either morning of afternoon for a two location boat snorkel tour in the beautiful Caribbean sea.... More

This full or half day private charter will offer you a great introduction to the beautiful Virgin Islands National Park. Our captains live locally and love sharing the beauty of the place they call home with visitors. Our boat, Is... More

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Lady Lynsey. After snorkeling in crystal blue waters, enjoy lite bites (hors d'ouevres) and a full bar. Explor... More

Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies, our main lunch will be pizza from the Virgin Island’s ONLY floating food boat, PiZZA Pi, VI. We also include an open... 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

Avoid the crowds. Step on to your fully customizable private half day adventure with your friends and family. Our attentive office staff will help make your someday a reality: organizing any special requests including alternative ... More

Your evening trip includes a leisurely ride to one of our many snorkel sites while we watch a spectacular sunset. Get in the water for a sunset swim or watch it set from the boat while you get your gear ready for a fun flashlight ... More

This full-day private charter will offer you a great introduction to the beautiful Virgin Islands National Park. Our captains live locally and love sharing the beauty of the place they call home with visitors. Our boat, Winds of D... 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