Top St Maarten Sailing

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.

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.

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.

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.

Enjoy a relaxed day perfect for families (kids welcome!), couples, and groups. Captain Robert, with years of experience sailing the world’s oceans, shares captivating stories above and below the surround water. We pride ourselves on a welcoming, friendly atmosphere where you'll feel like instant friends with the crew. Enjoy homemade meals with fresh local ingredients, including a light lunch and full dinner. Swim, snorkel, and sailing. No passport required! Gratuities are not included, but all fees and taxes are covered. For special requests, contact Captain Robert directly. What makes us unique? We offer a personal, intimate experience away from the crowds, with tailored itineraries that let you explore hidden beaches and secluded spots. Your day is all about relaxation, adventure, and making memories. Let us create the perfect day on the water—your Caribbean escape awaits!

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.

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.

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.

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)!

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the luxuries for a comfortable, safe, and sustainable cruising experience. This all-inclusive sailing package is a boutique experience complete with your own captain and crew catering to your every need. It's pure luxury every step of the way. From the moment you slip off your sandals and step aboard Freedom’s sprawling teak deck, you’ll be warmly welcomed with a cool scented towel and nibble a decadent handmade chocolate as you head over to one of the luxurious lounge areas to begin a leisurely morning sail. With a sparkling mimosa in hand, you set the vibe while your experienced captain and crew take care of the rest.

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.

Join us on our luxury sail catamaran for an amazing day on the water. In groups of maximum 12 people, you will enjoy all the beauty our island has to offer. Our attentive crew will pamper you with our on-board offer and captivate you with stories and fun facts along the way. Our shared charter come with our selection of drinks and snacks, lunch 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)! Disclaimer* Minimum capacity of 6 passengers needs to be reached in order for the charter to take place.

Spend a full day exploring St. Maarten’s breathtaking coastline aboard a luxury catamaran, complete with activities and relaxation. From spotting planes at iconic Maho Beach to snorkeling in crystal-clear waters, fishing, or kayaking, the experience is yours to tailor. Drop by Long Bay, Happy Bay, and other beautiful spots. Enjoy all of this at a leisurely pace, with a freshly prepared lunch served onboard to complete the perfect day.

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.

Join us on Mojito 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)!

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.

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.

Enjoy comfort of slow sailing catamaran and scenic views of Sint Maarten in sunsetting light. Admire a magnificent Sun stepping down below horizon taking the light away for the ocean just to bring it back the next day on opposite side of the globe

Wind navigation on a sailboat, no engine. Possibility to hold the helm and hoist the sails with the assistance of the captain. Discovery of magical places to swim. Pirate activities and games on board theme treasure hunt Swimming with turtles. For the lucky ones, meeting with dolphins

This tour offers the perfect balance of independence and guided adventure. Start your day exploring Philipsburg —shopping, sightseeing, and sampling local flavors—then unwind on the water with snorkeling, sightseeing, an open bar, and snacks. No rushing, no crowded schedules—just a thoughtfully paced experience that lets you enjoy St. Maarten your way.

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.

Embark on a truly unique journey, where your experience is shaped by your desires. Perfect for families, couples, or groups, our flexible itinerary allows you to explore around our stunning islands waters at your own pace. Indulge in a selection of homemade meals, including fresh sandwiches, grilled dishes, and locally foraged ingredients, all crafted with care by our crew. With over 20+ years of experience sailing, Captain Robert will lead you on an unforgettable adventure, sharing tales of the islands, the sea, and his global voyages—each one more fascinating than the last. Choose how you spend your day: relax with a drink on deck, snorkel in crystal-clear waters, hike to hidden beaches. Should the weather not cooperate, we’ll happily reschedule your trip for another day. For any special requests or questions, feel free to contact us directly. Set sail with us for a day of Caribbean relaxation and adventure—tailored just for you!

1. An exceptional natural setting: crystal clear waters and preserved beaches offer an idyllic setting. 2. Marine richness : snorkeling allows you to explore a rich and colorful marine biodiversity. 3. Friendly environment : catamaran excursions promote interaction and sharing between participants. 4. Gastronomic meals : tasting of local specialties and fresh products on board. 5. Diverse experiences : varied activities (paddling, relaxation on the beach) for all tastes. These elements together make Tintamarre a unique and memorable destination