Top St Thomas Cruises & Sailing

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.

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.

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 past the island of St. Thomas for the best views of the sunset. Boarding at 4:30pm Location for check in is at the Margaritaville Beach at the Blue building on the left.

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.

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.

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".

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!

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.

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.

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.

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.

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.

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

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.

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. Please reach out to customize this trip for any special occasions.

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 be a memorable experience aboard SV Cosmos Mariner! Come sail the cosmos with us!

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.

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.

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.

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

This trip is a private crewed sailboat charter on a Leopard 50 sailing catamaran. We will cruise daily for 2-5 hours to many of the popular locations in the United States Virgin Islands. Captain Kevin and Chef Elizabeth have been sailing these waters for many years. The Captain will design a custom itinerary that will insure your experience is exactly what you are looking for while Chef Elizabeth will delight your culinary tastebuds with a taste of Southern Charm.