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

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling in crystal blue waters, enjoy lite bites and a full bar. Explore St. John o... 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

**New Stormy Pirates Itinerary* As with every Stormy Pirates tour, this is a small group tour with only a maximum of 12 guests. We depart from American Yacht Harbor in Red Hook and sail to world famous Pizza Pi, where you will ... More

Enjoy dinner service complimented by an open bar on the Flying Frenchman, the newest and most luxurious catamaran in our fleet. Take in a magnificent Caribbean sunset while under sail and enjoying special locally inspired cuisine,... 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

Embark on a snorkeling adventure to Maho Bay, a pristine paradise known for crystal-clear waters and vibrant marine life. Feel the salty breeze as you make your way to the bay on power catamaran, Jost Boat. The journey is a feast ... 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

The Legends Luxury Dinner Sail features dedicated service highlighting the distinctive flavors of St. Thomas, with private seating in the comfort of the cabin as well as top-side on our spacious deck. Enjoy the cool ocean breeze w... 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

Embark on a premium sail and snorkel adventure aboard our exclusive catamaran, as we head south towards Buck Island, a sanctuary for marine life and avian wonders. Our attentive crew provides refreshing sodas and water while shari... More

The St. John Shuttle is the fastest and most luxurious way for guests staying at The Ritz Carlton, St. Thomas to access the island paradise of St. John. The trip duration is approximately 30 minutes each way along the scenic, sout... 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

Step aboard our luxury 65 foot sailing catamaran, Flying Frenchman for an evening escape to Charlotte Amalie. This popular sail departs directly from Frenchman’s Reef and begins with cocktails and appetizers while we position fo... More

Embark on a private 3 1/2 hour charter tour aboard our luxurious 55-foot sailing catamaran for an unforgettable journey to Buck Island Marine Sanctuary. Your exclusive adventure begins with a scenic 45-minute sail to the pristine ... More

Our trained guide can show you the fundamentals of sailing on a Hobie Cat, a small catamaran with two plastic sealed hulls and a trampoline-style deck stretched between them. The usual mast height is about 20 feet (6 m), and the c... 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 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