Top St Thomas Cruises & Sailing

Admire the Charlotte Amalie Harbor lights from the decks of 'the Cat' on this 2-hour barbecue cruise. Get comfortable aboard the 54-foot (16-meter) catamaran as you sail through the harbor, sipping a drink from the open bar. Once you reach Turtle Cove at the Buck Island National Wildlife Refuge, dig in to a hearty barbecue dinner on board.

Watch the sunset from the best possible vantage point—the deck of a boat cruising around St. Thomas—on this evening tour. Get views of the St. Thomas coastline and the outer keys while sipping cocktails and munching on provided appetizers. Enjoy the scenery, snap photos, and be back to shore in time for dinner.

At sunset, the Caribbean’s warm breezes complement stunning views. Take in the experience aboard a 54-foot catamaran sailboat complete with appetizers and alcoholic and non-alcoholic beverages. The trip is ideal for families, couples, and groups. You’ll return to the Marriott's Frenchman's Cove Dock in time for dinner.

Enjoy this Sunset Cruise aboard this brand NEW Catamaran "Snorkel Cat". This tour includes a variety of Hors D'oeuvres and an Open Bar. Sail out pas the island of St. Thomas for the best views of the sunset.

This is a semi private trip for up to 6 guest (no children 12 years and under please). Avoid the crowds and enjoy approximately 2 hours of leisurely sailing with your loved ones aboard our beautiful 40ft classic sailboat. The sunset trip is a favorite by many and sure to be a memorable experience aboard SV "Cosmos Mariner".

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 or the exciting isles of the BVIs. 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 and whale watching. There are plenty of water toys to keep you entertained; from SUP’s, snorkeling equipment and relaxing floats to beach games. Price includes ice, soda, beer, rum punch and light snacks. You and our captain will design an itinerary that best meets the needs of your group. *Some BVI destinations are w/ full day charters only. Departure from American Yacht Harbor in Red Hook. Upon pre-approval, guests may be picked up at the beach of the Wyndham Margaritaville Resort.

Enjoy a relaxing and romantic sail in the calm waters of Pillsbury Sound with views of the beautiful beaches on the north shore of St. John, returning back to the beach at The Ritz-Carlton in time for dinner. A champagne sunset sail in the Virgin Islands is the perfect way to start a romantic night on your Caribbean getaway!

Charter your own private yacht and sail the day away around the U.S. or the British Virgin Islands. Create a custom itinerary with your captain and crew and enjoy a half- or full-day sail out on the crystal clear waters of the Caribbean with your private group of up to 12 passengers. Yachts are equipped with an open bar, light snacks, Wi-Fi, and some water sports equipment.

An Unforgettable 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 memories as you experience spectacular sailing destinations with those you love.

Set sail on St Thomas' aquamarine waters during this 3-hour sailing excursion from Frenchman's Reef. Step aboard the 54-foot (16-meter) catamaran and meet your friendly captain and crew. Head for the serene waters of 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.

This personalized tour takes only a maximum of 12 guests. Enjoy a continental breakfast as you sails along the scenic North Shore of St. John and stops at one of the most beautiful beaches in the world; Maho Bay. Maho Bay is located in the Virgin Islands National Park (all park fees are included in the price) and where the turtles hang out. After your swim/snorkel with the turtles, we'll have a relaxing downwind sail & drop anchor at Christmas Cove, Great St. James Island, which is one of the most protected coves in the US Virgin Islands. Here we have time for more snorkeling while we wait for our pizzas to be delivered via dinghy, from Pizza Pi which has been featured on the Food Network and HGTV as the only floating Pizza Boat in the entire world. After enjoying Pizza, we will sail to beautiful Honeymoon Beach, St. John where you can swim in and enjoy an ice cold beverage from Bikini's Beach Bar. We welcome you back on the boat with fresh baked cookies as we sail back home.

No overcrowding. This is a semi-private charter departing only from Jimmy Buffett's Margaritaville Restaurant. A maximum of 12 guests will enjoy a 4 hr sail, snorkel and beach adventure to St John. At one of the many snorkel spots around St John (Trunk or Maho Bay) or nearby Cays (Lovango) you will have snorkeling gear to explore coral reefs that are home to an abundance of tropical fish and other sea life including swimming with turtles. Once the group is finished snorkeling, enjoy complimentary soda, beer and rum punch. After snorkeling, we will sail you away to either Hawksnest Bay or Honeymoon Beach at Caneel Bay (weather dependent). Perhaps the prettiest beaches in the Virgin Islands, you will enjoy the white sand beach and crystal blue waters. You can visit Bikini's Beach Cafe where Pain Killers flow freely. Your experience is complete with a quick trip back to Margaritaville. Guests will enjoy our Voyage 500 luxury sailing yacht. Departure time is 9 am or 2 pm.

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 memories as you experience spectacular sailing destinations with those you love. We can make the day what you want it to me, Explore, Swim and Snorkel, Relax on the Water, Bar Hop. We will work with you to customize the day of your dreams for you and up to 5 of your friends and/or family. Please reach out to customize the trip for special occasions.

Visit a Beach that is only accessible by boat AFTER Swimming with the Green Sea Turtles in their natural habitat at Turtle Cove, Buck Island off of St. Thomas. Water Island is often referred to the "Fourth" Virgin Island and only has a couple hundred permanent residents.

Your group will spend the day enjoying the many isles and harbors of the U.S and BVIs on your own private powerboat. MV Aquarius is a new, 31' Wellcraft with twin 300hp Yamaha engines. This price is for a private group up to 12 guests, this is not a price per person . Our Captain will design an itinerary allowing you to visit the islands and harbors of St. Thomas and St. John or the exciting isles of the BVI's. The bow offers seating for conversations, tanning or turtle watching. Equipped with the latest in audio, Aquarius has a Fusion sound system with Bluetooth to ensure you enjoy your favorite tunes. There is plenty of snorkeling equipment on board to enjoy the coral and abundance of tropical fish. You may just want to relax on a deserted beach, or join the party at Soggy Dollar or Foxy's. With your own private boat, the choice is yours. PICKUP IS AMERICAN YACHT HARBOR IN ST. THOMAS unless special arrangements have been confirmed in advance. Pickup in BVI for full day charters only.

Step aboard our luxury 65 foot catamaran Lady Lynsey II for an evening escape to the private island of Lovango Cay for dinner under the stars.

Let a powerboat speed you to some of the best beaches of the US and British Virgin Islands in one hassle-free experience with this private boat charter from St. Thomas. Board your comfortable, skippered boat and enjoy an itinerary customized to you, stopping at prime snorkel and swim spots such as The Baths, Virgin Gorda, and more. Snorkel gear, onboard music, and hotel pickup are provided for a complete experience.

Explore the Virgin Islands in style aboard MV Poseidon- our brand new 36 ft. TwinVee Ocean Cat. The TwinVee is known for its speed and stability while still maintaining comfort allowing guests to stay dry. It truly is the most comfortable powerboat on the island. MV Poseidon has everything you need for a PRIVATE charter. Swim with the turtles, see amazing fish and colorful coral using our brand new snorkel equipment. Or, simply step off of MV Poseidon onto the beach for a libation at Soggy Dollar, Foxy's, Margaritaville, Lime Out or any of the many beach bars in the islands. Your PRIVATE charter includes all U.S. national park fees, U.S. mooring permits, water, ice, soda and beer. MV Poseidon features a FUSION stereo to listen to your favorite tunes. Its low draft and transom ladder allows us to drop you within a few feet of the beach. This is the price for the entire boat. You can design your own custom itinerary.

With One Love Charters, it’s more about the journey than the destination! Owners Joe and Amanda Trattner are self-proclaimed travelers who moved from the mainland in search of adventure and new opportunity. They learned the local way of life, and the amazing destinations that the British/U.S. Virgin Islands have to offer, and would love to share their expertise with you during your travels. Joe and Amanda are truly passionate about their little chain of islands and want to make sure that by the end of your day with us that you’ll have memories to last a lifetime. Come experience a private, customized trip with us!

We offer a private setting with a maximum of 6 guest and a personalized experience. The sailboat Cosmos Mariner is stable, sea kindly, and a beautiful classic boat. With years of experience sailing and snorkeling these waters Rob and Deb are sure to deliver an unforgettable experience.

An Unforgettable 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 memories as you experience spectacular sailing destinations with those you love. If your celebrating a special occasion or have a special request, please reach out to us directly so we can provide a customized experience.

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.

Allow one of our skippers to swift you away to some of the best beaches in the US and British Virgin Islands. Enjoy a comfortable and hassle-free experience onboard one of our 35' Private Boat charters. Climb on board one of our comfortable boats and allow our captains to customize the itinerary to you, experiencing premier snorkel and swim locations such as Lovango Cay, Maho Bay, The Baths and so much more. Enjoy your day and allow us to complete your experience. Snorkel Gear, floats, music and full-size cooler on board as well as hotel pick up. • Visit prime Virgin island beaches onboard your private boat charter from St Thomas or St John. • Premier Snorkel and swim locations as well as hidden treasures you may otherwise miss. • Worry-Free beach hopping: skippered powerboat • Customizable Itinerary • Snorkel gear, floats, music, cooler and hotel pickup included. • Relax and Enjoy

Explore the British Virgin Islands during this full-day boat trip from St. John or St. Thomas. During this excursion, enjoy a breakfast boat ride to Virgin Gorda's Baths. Explore the grottoes, arches, and chain of tidal pools formed by eroded rocks along the beach. Visit a local restaurant, The Top of the Baths for lunch (own expense), then head to Jost Van Dyke to enjoy some time swimming, lounging, or visiting some beachside bars. Breakfast, snorkeling equipment, and unlimited open bar on the boat are included.

Snorkel at the National Park in St. John and snorkel at an uninhabited island. This trip is all inclusive. Breakfast, lunch, drinks and snorkel equipment is provided. This trip caters to vegetarians and vegans as well. This adventure includes the captain, crew, sundeck, shade and fuel.

Spend the morning snorkeling around St. Thomas on a private charter with your friends and family. Morning is the calmest time to head out and you'll beat the crowds, making this a great tour for family groups with children. All snorkeling equipment is provided and you'll enjoy commentary on the local marine environment from your captain and crew.

St. Thomas’s Crown Mountain soars to 2,100 feet above sea level. Views here extend toward the British Virgin Islands. Your tour travels to the peak of the mountain and stops at several points of interest along the way, as your guide narrates your trip. At the summit, you’ll take in the views while sipping banana daiquiris. The mountain is also home to duty-free shops selling jewelry, T-shirts, spirits, and souvenirs. Then, explore the mile-long Magen's Bay Beach with its soft white sand and clear blue waters.

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht. Relax and enjoy snorkeling the crystal clear waters of the Virgin Islands while your crew takes care of everything from custom cocktails to a gourmet lunch. The boat will be all yours for the duration of this private charter and the captain will work with you to customize your itinerary to make an unforgettable day for you and your crew! Snorkel with the turtles! Explore uninhabited islands, and much more!!

3rd generation Family/locally owned/operated business providing Private, customizable Boat Charters, Day trips and tours of the Virgin Islands, including sightseeing, boating, swimming, snorkeling, beach and bar hopping, dining, shopping, surfing, kiteboarding, hiking, cliff jumping and more. Choose the duration, pickup location, itinerary or we can plan a excursion for you. The boat is beautiful, very safe, smooth, comfortable, dry riding, award winning, "unsinkable" Cape Horn 31 XS model with quiet, reliable twin 250/300 horsepower Yamaha Four Stroke engines. Trip includes large (4') cooler w/ice, water, snorkel gear, noodles, fresh water rinse down, swim ladder, cushioned seating with shaded areas, 13 speaker JL audio marine stereo system comprised of tweeters, subwoofer, Bluetooth/USB/Aux chord connectivity/charging and all required US Coast Guard safety Equipment such as Life Jackets, Fire Extinguishers, Flares, VHF radio, First Aid Kit, Life rings and more.

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles.

Explore both land and sea during this 3 to 4-hour excursion around beautiful St. Thomas. Join the fun as we visit attractions like Mountain Top, Sir Francis Drake's Seat, Blackbeard's Castle, and Skyline Drive Scenic Overlook. For the beach portion of this excursion, relax, snorkel or swim at one of the island's amazing beaches like Emerald, Coki, or (Magen's - Requires a $5.00 admission to use.) From our rich islands' history, magnificent views, and stunning beaches, we aim to please you here on this island getaway. Our tours are offered in English, French, and Spanish..... C'mon down and experience why the islands are nice, so nice!

Get to know St John's culture, history and picturesque scenery on this tour from St Thomas. Make the scenic journey to the neighboring island by ferry, where you'll meet your local guide for a comprehensive tour of the island's sights. See Trunk Bay, the Annaberg Plantation and Caneel Bay, among others. Round-trip transportation from St Thomas accommodations or the cruise port is included.

Your brand new 2019 Wellcraft power vessel, MV Aquarius, will pick you up to enjoy the phenomenal waters of the Caribbean. Your group will spend the day enjoying the many isles and harbors of the U.S and BVIs on your own private powerboat. MV Aquarius is a new, 31' Wellcraft with twin 300hp Yamaha engines. This price is for a private group up to 12 guests, this is not a price per person . Our Captain will design an itinerary allowing you to visit the islands and harbors of St. Thomas and St. John or the exciting isles of the BVI's. The bow offers seating for conversations, tanning or turtle watching. Aquarius has a Fusion sound system with Bluetooth to ensure you enjoy your favorite tunes. There is plenty of snorkeling equipment on board to enjoy the coral and tropical fish. You may just want to relax on a deserted beach, or join the party at Soggy Dollar or Foxy's. With your own private boat, the choice is yours.

Make the most of your time in the US Virgin Islands with this private boat charter and snorkeling trip. You’ll be in the care of a captain with intimate knowledge of the islands and their surrounding waters; he or she will help you develop an itinerary to suit your interests. You can sightsee, beach hop, snorkel, and swim at your own pace for the duration of your charter.

Join us aboard one of our luxury catamarans, as we set sail for the best snorkeling destinations surrounding St. John. 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!

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 about sailing or just enjoy the ride, this will be an unforgettable expierence. This is an unique trip where we simply sail the Virgin Islands with no snorkel stops (unless requested) . Come enjoy the day and Sail the Cosmos! If your group is interested in snorkeling we'll be happy to fit a snorkel stop in too.

Step aboard our luxury 53 foot catamaran for an evening escape to the island of St. John. This popular sail departs directly from The Ritz-Carlton Resort’s beach, and begins with cocktails and appetizers while underway to St. John where you may dine at the restaurant of your choosing. Departing from St. John after dinner, you will enjoy a starlight cruise home while sampling deserts, full open bar and cordials to finish the evening before disembarking back at The Ritz-Carlton Resort.