Top St Maarten Sailing Tours

Sail along the coast of St. Martin during sunset on this excursion. Enjoy snacks, drinks, and entertainment as you take in the exquisite colors of a Caribbean sunset. Pick a spot on the spacious deck of the boat or upfront in the nets stretching between the two hulls of the catamaran to relax, relish the ride and watch the sun sink below the horizon, ending another beautiful day in paradise.

Adventurous outdoor-lovers will enjoy this yachting, sailing, snorkeling, and swimming experience during this 6-hour tour. We'll head to the south of the island to sail on the French and Duch sides taking a few stops for snorkeling, swiming and spotting the planes on the famous Maho Beach. Prepare yourself for a Caribbean buffet lunch and an open bar during this unforgivable experience in Sint Maarten.

End another day in tropical paradise in perfection on this sunset cruise. Hop on board your trimaran vessel late in the afternoon, just in time to set sail as the sun sinks beneath the horizon. You’ll be served snacks and drinks to enjoy as you admire the views. This is a chilled out small-group activity that’s ideal for couples.

Spend a day sailing around Saint Maarten aboard a trimaran and immerse yourself in the beauty of the Caribbean. Sail along the island's south coast and up the Anguilla Channel, stopping at a bay to snorkel and swim in the pristine waters. Enjoy the beautiful scenery as you sail by and feast on lunch, snacks, and drinks on board.

Watch the sun set from the deck of a catamaran during this 2-hour champagne cruise from Philipsburg. Sip unlimited champagne and enjoy delectable appetizers while you sail down the coast of St Maarten towards Long Bay. Say goodbye to another day in paradise as the sun sinks below the horizon.

Explore St. Maarten’s natural landscape away from the crowded beaches on a boat cruise that departs from Bobby’s Marina. To ensure your comfort and a personal experience, the boat crew provide a buffet lunch, open bar, and snorkeling gear. Stops on the itinerary range from top landmarks to secluded snorkeling locations often missed by visitors.

Watch the sunset and dine on Creole fare aboard a catamaran during this excursion from St. Maarten. Sip drinks from the open bar and munch on complimentary appetizers while the sun sinks below the horizon. Once twilight falls, enjoy a buffet-style Creole dinner, followed by dessert and Caribbean rum. Hit the dance floor to island beats while the boat sails back to the marina.

Sailing has sensation. Come live an unforgettable experience on a sailboat. A timeless adventure aboard our sailboat. Come hoist the sails on the Caribbean Sea and guide the boat according to the wind. Come hold the helm of the ship with the assistance of the captain! Enjoy a monohull type ship and enjoy gliding on the seas.. Experience adventure aboard a sailboat from Fort Louis a Marigot Saint Martin Marina.

Sail on the wind like in the old days on this morning or sunset trip on an eco-friendly sail boat with no engine. Enjoy the views as you sail between St. Martin and Tintamarre Island. You can relax on board (enjoying the complimentary snacks and open bar!) Or get a bit more active with the chance to snorkel in the sea and swim with turtles. Keep an eye out for dolphins, too.

Relax in style on this private full-day catamaran charter around St. Maarten. Climb aboard and sit back as the captain takes you on a leisurely cruise around the island. Stop at Little Bay and Tintamarre Island for snorkeling, paddleboarding, and swimming. For those who want to take it easy, simply relax on the beach. Perfect for visitors wishing to escape island crowds and enjoy the tranquility of the sea.

Cruise around St. Maarten with stops at Tintamarre, Creole Rock, and Grand Case on this full-day sailing excursion. Explore the lovely natural beauty of Tintamarre, then head to Creole Rock for some of the island's best snorkeling. Lunch is then served on board. Cruise down the coast after lunch and sail down pass Marigot, Low Land with a stop at Long Beach for our Floating Bar. Sunset sail back with our festive crew.

Sail to Anguilla aboard a catamaran on this full-day cruise from St. Maarten. Stop at Prickly Pear Cay to lounge in the shallows of the small island's pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Enjoy a buffet lunch right onboard and an open bar.

Getting out on the water is one of the best ways to experience St. Maarten, but arranging a boat day on your own can be complicated and expensive. This fun catamaran cruise from Simpson Bay makes it simple, with a comfortable vessel and planned stops built into the day. Relax on cushioned seating as you journey along the water, then dive in when the catamaran anchors to enjoy snorkeling or stand-up paddleboarding.

Where golden skies meet calm seas sunset cruising along the south side of St. Maarten on our luxury sailing catamaran, Don't Worry.

On this 4-hour sail we have combined the excitement of Sailing on a great trimaran, Swimming/Snorkeling in turquoise waters of a calm bay on the west coast of St.Maarten and to top it all off the sail back to home port is during a Caribbean Sunset. On this sail there is no music other than the wind in the sails, water against the hull. On each of our experiences 16 guests is the maximum capacity.

Forget the crowded resort boats. Spend the day sailing along the St. Maarten coast aboard the 52-foot catamaran Random Wind. After a quick safety briefing, relax under sail while enjoying drinks from the open bar. At the first stop, snorkel quiet reefs, swim, paddleboard, kayak, or float with a pool noodle. Look out for colorful fish, starfish, rays, and possibly turtles. A fresh lunch is cooked onboard: coconut chicken and rice, followed by cookies and chocolates. The second stop is for swimming and the Tarzan swing into deep blue water. Enjoy snacks, drinks, and music on the return cruise. Highlights • Sail a 52-foot catamaran along St. Maarten • Full open bar, including sodas, juices, and water • Fresh lunch, snacks, cookies, and chocolates • Snorkel gear, paddleboard, kayak, and pool noodles • Tarzan swing experience • Maximum 30 guests with cushioned seating • Cruise-friendly Philipsburg meeting point near the terminal

Set off from Saint-Martin for a full day on a wind-powered boat, without an engine. With the captain's help, take the helm and help hoist the sails before stopping to swim and snorkel with the provided equipment. Pirate-themed games and a treasure hunt liven up the day between swims, while observing turtles—and for the lucky ones, dolphins—adds a bit of wildlife to the adventure. The shared trip is limited to seven travelers, which allows time to be spent on changing between navigation, swimming, snorkeling, and games on board, with lunch served during the day.

Sail by catamaran to Anguilla and Prickly Pear on this full-day adventure from St. Maarten. Cruise over to the Prickly Pear Cays to snorkel among the tropical fish and abundant coral. Enjoy an open bar and snacks as you head for Anguilla to explore the undersea life there. We will also enjoy a buffet-style lunch onboard, and toast the sunset with Champagne on the way back to St. Maarten's docks.

Explore the waters around St. Maarten on a 6-hour speedboat tour. Avoid the cruise ship crowds and visit both the Dutch and French sides of the island in a family friendly, small group setting, which includes five stops to see different aspects of the marine environment. You’ll swim and snorkel in a sea turtle habitat, sting rays and tropical fish on uninhabited islands. Sunbathing on some of the finest white sand beaches the Caribbean has to offer while feeling the rush of commercial jets landing directly over your head at the famous airport. Along the way, your captain will share entertaining and engaging commentary and you’ll sip drinks and indulge in unlimited snacks, all included in the price.

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy all the beauty our island has to offer in the privacy of your own group. Our attentive crew will pamper you with our on-board offer and captivate you with stories and fun facts along the way. All our day charters come with our selection of drinks and snacks, and plenty of activities for you to enjoy such as snorkeling gear, swimming noodles, paddle board and a floating mat (or should I say floating bar)!

Treat yourself to a private and exclusive stay in Saint Barthélémy from Grand-Case Combine sailing, discovering a part of St Martin by sea, magical night on a large cruise catamaran under the starry sky of the West Indies, with some meals included As the boat is privatized for you, we can adapt our tour according to your desires

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy all the beauty our island has to offer in the privacy of your own group. Our attentive crew will pamper you with our on-board offer and captivate you with stories and fun facts along the way. All our day charters come with our selection of drinks and snacks, and plenty of activities for you to enjoy such as snorkeling gear, swimming noodles, paddle board and a floating mat (or should I say floating bar)!

One of the luxury sail catamarans for an amazing day on the water. The Anguilla itinerary will surprise you with its white sand beaches and crystal clear blue waters; a true paradise. This itinerary is great for people who want to escape for a day and relax. Besides relaxation, you will have plenty of time to enjoy the beaches, the island offers great snorkeling and even a cliff jump for the people who dare. IMPORTANT: Please note that this itinerary is only possible in fair weather conditions. In unfavorable weather conditions, the itinerary will be automatically changed to local Sint Maarten tour. A change of itinerary is not subject to a discount or cancellation. Clearance fees are non refundable within 48 hours before departure.