Top US Virgin Islands Sailing Tours

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.

Charter a private sailboat for a day of cruising and snorkeling in the Virgin Islands. You and your group of up to six people will have the entire boat to yourself, making it easy to customize your experience. You'll have plenty of time to snorkel, swim, and visit beautiful beaches, and lunch will be prepared for you right on the boat.

Enjoy sailing, snorkeling, and shopping all in on tour, without the hassle of booking different activities, on this day cruise from St. Thomas to St. John. Board your catamaran at Frenchman’s Reef and set sail for Cruz Bay on St. John. Browse the shops and enjoy lunch (own expense), and set sail for Honeymoon Beach for snorkeling. On the sail back, enjoy an open bar.

Experience the U.S. and British Version Islands in style, with this private boat charter. You and your party will hop aboard a 54-foot vessel, where you'll get a chance to customize your tour with your captain. Then it's off to sea, where you'll get the chance to visit white-sand beaches, cruise up to floating taco and pizza restaurants, or stop to snorkel in crystalline waters.

Combine sailing and sunset in one excursion—and enjoy views of St. Thomas you can’t get on land—on this day’s end sunset cruise. Board your catamaran at The Westin St. Thomas Beach Resort & Spa and set sail along the coast. Sip on included alcoholic beverages while soaking up the views and the sunset.

Spend about 6.5 hours 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.

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, as the sun sets into the sea.

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.

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 customizable itineraries for day sails or overnight adventures. Experience snorkeling, local cuisine, and breathtaking views while the dedicated crew ensures a seamless journey. Choose from half-day, full-day, or multi-day options to suit your desires and explore secluded beaches and vibrant island culture at your own pace. - Tailored sailing experiences for up to 12 guests - Includes snorkeling gear, snacks, and beverages - Flexible itineraries for day sails or overnight trips - Dedicated crew ensures a memorable adventure

Learn to sail across the azure waters of the Caribbean Sea with this private sailing lesson in St. John. Board your vessel with your group and “captain” your boat for the whole day, or relax on the decks. Your day includes swim and snorkel stops, deli sandwiches, snacks, mixed drinks, beer, soda, juice, and water.

Avoid the crowds - All tours are limited for more social space, outstanding personalized service, and to help promote sustainable tourism. Enjoy the best of both worlds, sailing and snorkeling with turtles. St. Thomas's most sought-after catamaran experience puts you next to graceful sea turtles in the warm Caribbean waters. This thrilling luxury sailing catamaran ride along the picturesque southern coast of St. Thomas will take you to Turtle Cove and Buck Island National Wildlife Refuge where your professional snorkel guide will provide you with all the necessary instruction to use your snorkel gear, and take you along the surface on an unforgettable, fun, and informative marine life adventure. You will swim amongst numerous species of colorful fish, beautiful coral reefs, and endangered green sea turtles. Upon your return from snorkeling, you will enjoy fresh snacks and drinks from our premium open bar. Then we are off on a relaxing sail back to St. Thomas.

Board a PRIVATE boat just for your and guest up to 6 people 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 -Communication with Captain prior to tour

Explore the Virgin Islands in style with a full-day private sailing tour from Sapphire Beach. You and your group of up to six passengers will have the boat to yourself. Create a custom itinerary with your captain and crew, whether you want to sail all day, visit secluded beaches, or drop anchor and swim, snorkel, or play in the water. Enjoy lunch onboard and refresh with a fresh water shower rinse.

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!

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.

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 the water and multiple options for destinations as well. St. John's protected western shoreline provides the perfect venue for your entire party to enjoy the serene, blue, waters to relax and sunbathe while we set a course to show you sea turtles up close! At this first stop you will be fitted with the equipment needed to enjoy amazing snorkeling. (Snorkeling equipment is included in your day with us also). After snorkeling and swimming for approximately 40 minutes, we will head to a second stop where you will be able to swim with more amazing sea life and comb the white sandy beaches of some of the most incredible shoreline on the planet. You decide where you’d like to enjoy lunch because you have the boat exclusively to yourselves!

Enjoy a day out of the water of St. Thomas on this small-group sailing excursion. Spend the morning sailing through the protected waters of the Virgin Islands National Park. Enjoy pristine beaches and look for turtles, sting rays, and tropical fish while snorkeling. Afterwards, visit Caneel Bay, which is only accessible by water. After an onboard lunch, enjoy time at Honeymoon Beach.

Spend your morning or afternoon simply sailing around the Virgin Islands with this private charter on a 40-foot pilothouse mariner. Enjoy easy boarding access at the dock and spend your entire time sailing, though a snorkel stop can be included if requested. Charter includes onboard snacks, alcoholic beverages, soda, and bottled water.

Spend a day sailing and snorkeling with just five other passengers with this full-day sailing and snorkeling experience. You’ll set sail in the morning and head out to some of the USVI's prettiest spots for swimming and snorkeling, with a stop for lunch along the way. While locations may vary, the crew will do their best to ensure you beat the big cruise ship crowds.

Treat yourself to a dinnertime sailing trip aboard a luxury 65-foot-long catamaran, Lady Lynsey II. Sail from the Ritz-Carlton out to the Lovango Resort and Beach Club (situated on a private island), with cocktails served along the way. Once you arrive at the club, sit down to a meal of fresh seafood (additional expense) and more cocktails on your return cruise home.

Avoid the cramped feeling of group boat tours and explore the US Virgin Islands on your own terms with a private sailboat charter just for your group. Hop aboard a luxury catamaran and head out to sea, stopping along the way to snorkel at special spots known for their great abundance of wildlife or at pristine beaches that few travelers visit.

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!

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.