Top St Maarten Sailing

Sail to Anguilla aboard Lambada catamaran on this full-day trip from St. Maarten. Stop at Prickly Pear Cay to lounge in the shallows off the small island's pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Enjoy a barbecue lunch at Johnno's Prickly Pear, before climbing back aboard the catamaran for the trip back to your departure point. Important: Proof of vaccination is required along with your passport is needed at the time of booking. Travelers who are not fully vaccinated are required to submit a negative test by 10:30am, the day before the trip. Antigen tests: not older than 48 hours. PCR tests: not older than 72 hours. Home Tests not accepted.

Adventurous outdoor-lovers will enjoy this sailing, snorkeling, and swimming day tour. Depending on the weather conditions, you’ll either head to the north or south of the island. Stop at a reef to snorkel with turtles and tropical fish. Take a dip or go for a walk on Pinel Island while the catamaran crew prepare your lunch. Sail to other bays throughout the day for more swimming and snorkeling.

Watch the sunset and dine on Creole fare aboard a catamaran during this 3-hour 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.

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.

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 several locations 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.

Cruise on the ultramarine waters off St Maarten during this 5-hour yacht excursion from Simpson Bay. Step aboard the family-friendly yacht, the 'Random Wind', to meet your friendly captain and crew as the boat departs the pier. Find a comfortable spot on one of the boat's cushioned seats in the shade or sun and get to know your group of 30 people or less as you watch the coastline fade into the distance. Journey to both the French and Dutch sides of the island and admire several beaches on the way. Go snorkeling, stand up paddleboarding or try out the Tarzan swing. Eat a homemade lunch and sip drinks from the top shelf bar.

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.

Spend the day cruising along St. Maarten’s shores on a luxury catamaran. Booking this tour in advance means you’re guaranteed some time out on the water, taking in the coastal sights, swimming, and snorkeling at your leisure. You’ll post up off of Maho Beach to see the planes take off and land, go fishing or kayaking, and enjoy lunch on board midday.

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.

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.

Explore St. Maarten’s natural landscape away from the crowded beaches on a boat cruise that departs from Dock Maarten 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.

Swap the crowds on land for the tropical beauty of the Caribbean Sea on a private sailing experience of St. Martin on a trimaran boat. Relish the freedom to customize your agenda as you sail to off-the-beaten-path snorkel and swimming spots, and get a new perspective of St. Martin’s coastline from onboard your private vessel.

Come aboard and leave everything behind. Sail through the stunning sights of St. Maarten, indulge in drinks and fine food - we offer fruits and cake for breakfast and freshly cooked lunch. Enjoy our complimentary water gear amidst breathtaking beaches and the warm Caribbean Sea. The pinnacle of luxury, Sail the Phoenix is the perfect island experience. We will sail to Maho or Sunset Beach & watch planes taking off & landing. Swim and/or Snorkel or relax on the sundeck and enjoy a beautiful and relaxing luxury day sail.

Experience some of the finest sailing, swimming and snorkeling in the turquoise waters of St. Maarten. We can alter our trips to meet your needs, that is what we are all about - flexibility. Please discuss your needs with us. We attempt to make this the complete package day with some cruising, sight seeing, snorkeling and real sailing. Fresh Gouda cheese and fresh Baguette is served around the first snorkel. Standard BBQ Lunch consisting of Chicken Ribs, Caesar and Pasta salads. Everything is freshly marinated and cooked on board while you sail. It is buffet style so there is plenty for everyone and more. This is our standard menu, other options are available on request. Please compare everything to others before booking we are known for our generosity 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.

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.  

We are the pure sailing experience in Sint Maarten / Saint Martin. Our spacious 52ft catamaran is ideal for sailing enthusiasts or adventurers that are looking for something unique and fun to do while on Island. We keep our groups small, maximum 12 people, and will take you to the most exclusive destinations.

Experience the beauty of St. Martin aboard a spacious catamaran during this half-day excursion. Join a small group and board the vessel for the journey along St. Martin's coastline. Stop at a few places along the way to do some snorkeling, spot landing planes on Maho Beach, and enjoy water activities like fishing and paddleboarding.

Windward sailing on an ecotourism sailboat, no engine. Possibility of holding the helm and hoisting the sails with the assistance of the captain. Discovery of magical places to swim Pirate activities and games on board with a treasure hunt theme Swimming with turtles. For the lucky ones, meet the dolphins

Take a front-row seat to the best of the Caribbean with this half-day luxury catamaran charter from Sint Maarten. Chartering privately puts you in charge of the itinerary, making this an excellent choice for anyone wanting to tailor their day on the ocean to their group's specific interests. Circumnavigate the southern coastline of Sint Maarten while enjoying a bottomless bar offering sumptuous cocktails and alcohol-free delights.

We are the pure sailing experience in Sint Maarten / Saint Martin. Our spacious 52ft catamaran is ideal for sailing enthusiasts or adventurers that are looking for something unique and fun to do while on Island. We keep our groups small, maximum 12 people, and will take you to the most exclusive destinations.