Top St Maarten Sailing

Sail to Anguilla aboard a luxury 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. Visit lively Road Bay Beach for a barbecue lunch, then hit up some of the beach bars before climbing back aboard the 2-hulled sailboat for the trip back to your departure point. Round-trip transportation from select hotels on St. Maarten is included, depending on the day.

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 small group of 20 people or less as you watch the coastline fade into the distance. Journey to both the French and Dutch sides of the island to visit several beaches and relax in the soft sand. Go snorkeling, stand up paddleboarding or try out the Tarzan swing. Eat a homemade lunch and sip drinks from the top shelf bar.

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.

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.

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. Go ashore in Grand Case, the St Maarten's culinary capital, for a gourmet lunch including wine. Cruise down the coast after lunch past Marigot Bay and Sunset Beach while enjoying an open bar.

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west coast of St.Maarten/Saint Martin & up Anguilla Channel. Included are a stop in a calm bay for swimming/snorkeling, drinks, snacks & a sandwich lunch on board. With only 12 passengers max. it is personable, intimate and fun. The wind in the sails and water against the hull are your musical companion. The 2 hour Sunset Sail is pure bliss, with a cocktail and snacks, meeting the sunset, sailing along the St.Maarten Coast. Captain/Owner Pieter is a sailing expert with 40 years experience on various sailing boats and ships.

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.

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west coast of St.Maarten/Saint Martin & up Anguilla Channel. Included are a stop in a calm bay for swimming/snorkeling, drinks, snacks & a sandwich lunch on board. Your private sail it is personable, intimate and fun. The group size has a maximum of 14 persons. The wind in the sails and water against the hull are your musical companion. Captain/Owner Pieter is a sailing expert with 40 years experience on various sailing boats and ships.

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.

A speedboat is a great way to explore the sheltered waters of Simpson Bay Lagoon. On this private tour, follow a guide in your mini speedboat and discover the best of the area. See planes land on one of the world’s shortest runways, see the Dutch Causeway Bridge, and speed past smaller islands. Then, enjoy a delicious Caribbean lunch at a local restaurant.

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.  

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.

Come aboard and leave everything behind. Sail through the stunning sights of St. Maarten, indulge in drinks and fine finger food, and 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.

Fabulous luxury half-day charter on our 48-feet catamaran sailing along St Maarten shore. During this half-day tour we will have time for snorkeling & fishing gears included 2 paddles on board. Full open bar, snacks, appetizers and gourmet sandwiches included.

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.

Have a front-row seat to beautiful Caribbean views, and enjoy a relaxing, 5-hour sail from the deck of our luxury catamaran. Glide along the southern coastline of Sint Maarten, enjoy the vibrant colors of the island, and indulge in delicious appetizers and fine food. Our catamarans come equipped with a fully stocked open bar, ready for both tasty cocktails and non-alcoholic drinks. Our Private Luxury Charters are a great way to celebrate special events, such as birthdays, weddings, anniversaries, team-building outings, and more. Please contact us in advance with any special requests so we may cater to your specific needs. As a private charter, you are free to plan your own itinerary. Please contact us for further assistance.

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