Top US Virgin Islands Sailing Tours

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.

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.

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 bit more snorkeling before you head home.

Spend the day sailing around the Virgin Islands on this all-inclusive charter, with departures from Red Hook. With group size capped at six, you’ll have plenty of space onboard to relax and enjoy the views. Enjoy snorkeling with the provided equipment, with a guide to lead the way, and instruction if needed. A Mediterranean lunch is provided onboard, along with a fully stocked bar.

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.

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.

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.

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.

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.

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.

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.

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. - Experience a scenic 4-hour sail around the Virgin Islands - Enjoy gourmet tacos and tropical drinks at Lime Out VI - Includes snorkeling gear, refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

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.

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.

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

Join us aboard one of our luxury catamarans to enjoy a sun filled day of sailing with lunch at Lovango Resort and Beach Club.

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

If you’re looking for an unforgettable day at sea, book a private boat charter with Sweet Pea Charters. Our luxury 40 by 25 foot catamaran is the perfect vessel to take you on a personalized tour of the stunning U.S. Virgin Islands. We know the best snorkeling spots and pristine secluded beaches. With departures from Red Hook on St. Thomas or Cruz Bay on St. John, our professional crew will make sure that your day is filled with relaxation, adventure, delicious food & drinks and unforgettable memories.

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.

Set sail from St. Thomas to the island of St. John with this luxury catamaran dinnertime cruise, ideal for those who want to have dinner at the St. John restaurant of their choosing. You'll whet your appetite with appetizers and cocktails as you make your way to St. John, with plenty of time on the island to enjoy dinner. Cordials and desserts will be served on the return journey home.

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 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.