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

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

**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

Virgin Islands Bliss: Champagne Catamaran Tour Escape to Paradise! Sail in Style: Board our luxurious catamaran and glide across Pillsbury Sound's turquoise waters. Snorkel, Relax, or Unwind 1. Crystal-clear waters teeming with ... 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

Relax and wind down after a day of fun-filled activities in St. Thomas! Board the Castaway Girl and sail through the picturesque harbor of Charlotte Amalie. While the wind is blowing through your hair, enjoy complimentary champagn... More

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

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

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones aboard our beautiful 40ft classic sailboat. The sailor's delight trip is a favorite by many and sure to ... 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

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 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

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

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

Step aboard luxury sailing catamaran Flying Frenchman for a 3-hour snorkeling adventure. Perfect for families and small groups alike, this excursion allows for an extraordinary snorkeling experience in the clear waters around the ... More