Top US Virgin Islands Sailing Tours

Set sail along the coast of St. Croix and take in the Caribbean sunset on this cruise package. Relax onboard a catamaran as live music sets the mood, whilst enjoying complimentary rum punch, soda, and filtered water. Travel past the historic Frederiksted waterfront and the Sandy Point National Wildlife Refuge on this gentle boat trip. A great way to unwind at the end of a busy vacation and take in the island’s natural splendor.

Set sail on St Thomas' aquamarine waters during this 3-hour sailing excursion from Frenchman's Cove. Step aboard the 54-foot (16-meter) catamaran and meet your friendly captain and crew. Head for the serene waters of Little Buck Island National Wildlife Refuge, where you'll don the provided snorkeling gear and jump in to snorkel among the vibrant marine life. Snacks, pirate tattoos and unlimited drinks from the open bar are included.

Hop aboard the beautiful sailing vessel Cosmos Mariner for a small group sailing and snorkeling adventure for up to 6 guest max. We'll sail from Sapphire Beach Marina and take you to a spectacular location to snorkel with tropical fish. All snorkeling gear will be provided, and alcoholic beverages and soft drinks will be served on board at no additional charge.

If sailing into the sunset while sipping champagne sounds like your idea of a good time, this St. John sailing experience may be just what you need. With this group cruise, you'll sail from the Westin on St. Johns out into the Pillsbury Sound aboard a 55-foot catamaran, where you'll be served champagne and hors d'oeuvres as the sun sets into the sea.

Step aboard the Flying Frenchman, our newly designed, state-of-the-art, luxury sailing catamaran for a fun and relaxing sunset sail departing from Frenchman’s Reef. Take in a magnificent Caribbean sunset while under sail and enjoying a chef's selection of hors d’oeuvres and open bar. This luxurious sunset sail is perfect for couples and families alike.

Spend a day sailing, snorkeling, eating, and drinking with this cruise from St. John. You'll start with an on-board continental breakfast, followed by a snorkel stop at a coral reef. Then it's off to a floating taco bar, Lime Out, for lunch, followed by a full open bar on the catamaran after snorkeling and more snorkeling before you head home. Weather conditions determine if sailing is an option.

Get access to the National Wildlife Marine Refuge on a sailing yacht during this half-day tour from Charlotte Amalie. Learn about the turtles' behavior and habits through guided commentary and watch them munch on sea grass before sailing out to Buck Island, where you can swim and snorkel to explore the underwater world. This convenient tour combines two of the most popular water activities in a single booking.

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 on foot and return to enjoy the full bar on your return sail back to St. Thomas.

Head out for a day of snorkeling with this all-inclusive yacht trip. You'll visit two different snorkel spots, USVI St. John National park and nearby coral reefs, and snorkel equipment will be provided. As this is an all-inclusive tour, you won’t need to worry about packing your meals—breakfast and lunch will be served plus free soft drinks and alcohol will be available on board.

No need to suffer through a stale packed sandwich on this full-day snorkeling cruise. Instead, enjoy freshly-made pizzas from the unique floating food boat Pizza Pi. Spend the rest of the day working up an appetite with swimming and snorkeling at picturesque beaches and offshore cays. When you’re tired from all that swimming, relax on deck and make the most of the free snacks and open bar.

Spend the day sailing in St John aboard a 40-foot sailboat with this private excursion. You'll head out to Cruz Bay where you'll take an inflatable tender out to your sailboat. You'll then head out to sea, with a couple of stops for snorkeling in the clear Virgin Islands waters.

Sail out to the Lovango Resort and Beach Club, on private Lovango Cay, with this evening cruise from the Westin on St. John. You’ll be served hors d'oeuvres and cocktails as you sail to the island, but you may want to save your appetite for the meal of fresh seafood that awaits you. Cordials will be served on the return trip home or you can order a drink from the on-board open bar.

Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. You can select a half or full day charter. Visit the islands and harbors of St. Thomas, Buck Island, Water Island, and maybe even a secret cay! S/Y Pisces is a 47′ luxury Leopard Catamaran with a spacious salon that opens on to an expansive back deck with comfortable seating. The bow of the boat offers relaxing seating with bean bag chairs and two large trampolines for group conversations, breezy tanning or turtle watching. Equipped with the latest in audio technology, Pisces has a JBL sound system with Bluetooth capability to ensure you travel with your favorite tunes. There are plenty of water toys to keep you entertained, from snorkeling equipment and relaxing floats to beach games. You and our captain will design an itinerary that best meets your needs. All departure times are listed in Local Island Time.

Sail through time with this tour through the ancient pirate's nest of Salt River Bay. Used by Conquistadors, Buccaneers, and Pirates for more than two hundred years, to dock, trade and party. This bay is where history and nature are preserved together. Highlights of the tour include Columbus Cove, where the wreck of Pirate Jean Martel's ship waits, and Fort Christiansvaern, which hosted five historic battles.

Swim with green and hawksbill sea turtles on a sailing adventure from St. Thomas to St. John's Maho Bay and Honeymoon Beach. You'll make two snorkeling stops on your voyage, with a picnic lunch served on board in between. After swimming, enjoy free alcoholic beverages from the on-board bar. Note that onsite parking at the Ritz-Carlton now costs $30.

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select a half or full day charter. Visit the islands of St. Thomas, St. John and surrounding cays. SY Sirena is a 50′ Luxury catamaran with a spacious salon that opens on to an expansive back deck with seating and dining. The bow of the boat offers relaxing seating with bean bag chairs and large trampolines for group conversations, tanning or intense turtle, dolphin watching. There are plenty of water toys to keep you entertained, from snorkeling equipment to relaxing floats. Price includes ice, soda, beer and rum punch. You and our captain will design an itinerary that best meets the needs of your group. *Please note the BVI is not available on this vessel, but a visit to the BVI can be booked under Product Codes 111649P24 or 111649P25. Departure from American Yacht Harbor in Red Hook; pickup from Cruz Bay, STJ possible with advance request after booking.

Spend a memorable sunset sailing into the waters around St. John on this cruise from the Ritz-Carlton in St. Thomas. You’ll be treated to hors d’oeuvres and champagne while you sail, with plenty of time to take photos or just enjoy nature’s light show as the sun sets below the Caribbean horizon.

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 bar and snorkeling gear for this three-quarter day adventure. After lunch, we sail another beautiful snorkel stop for some additional snorkeling and beach time! This kid-friendly snorkeling tour in the Virgin Islands is perfect for guests of all ages!

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 included.

Skip the crowded group cruises by sailing to St. John National Park on a private catamaran. You won't have to stick to a set itinerary and can choose to spend more time sailing or on the beach. Your captain has over 17 years of experience in the area and will take you to beaches and spots you won't find online.

Set sail from Charlotte Amalie 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. This half-day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. - Experience a scenic 3-hour sail around the Virgin Islands - Includes snorkeling gear, refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

Set sail from Charlotte Amalie 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. Your adventure culminates at Lime Out VI, a floating taco bar where you can savor gourmet tacos and tropical cocktails in crystal-clear waters. This half-day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. You will be required to swim to Lime Out Taco bar from the boat. it is about a 10 yard swim. A small water proof bag to keep your wallet in is suggested along with a towel and sunscreen. - Experience a scenic 3-hour sail around the Virgin Islands - Enjoy gourmet tacos and tropical drinks at Lime Out VI - Refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

Make a day trip to Jost Van Dyke from St. John that maximizes your time, combining several activities in one excursion. Enjoy a light continental breakfast during the cruise, go for a morning snorkel near the coral reefs surrounding the island, and relax at White Bay beach near the famous Soggy Dollar Bar with a full open bar available on the return cruise.