Top St Maarten Cruises & Sailing

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.

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.

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.

Snorkel at some of St Maarten's most spectacular sites, such as Pinel Island, Creole Rock and Tintamarre Island. On this full-day eco-adventure with expert snorkeling guides, board the sleek powerboat and jet out into Simpson Bay. Don the provided snorkel gear, take advantage of your host's expert snorkeling guidance and jump in to swim with fish and turtles at 3 locations. Stop for a gourmet lunch in Grand Case, then head to Long Bay for some time lounging on the beach. On the way back to land, stop by Maho Beach to watch the jumbo jets landing at the nearby airport. Complimentary open bar on board is included.

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.

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.

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.

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.

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.

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 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.

Enjoy a fun day of activities and sights on the water on this catamaran trip. Board in the morning and spend a full day sailing, snorkeling, visiting beaches, and chilling out. Stop at two beaches, where you can make use of the provided snorkeling gear. There’s an open bar on board and a tasty buffet lunch is provided to keep you energized.

Tango Day Sail takes you along St Maarten's coastline for swimming, snorkeling and beaching. Popular stops are at Long Bay, Creole Rock for snorkeling, Grand Case for lunch and Tintemarre for swimming. Often, we spot a turtle or two at Tintemarre - also called Flat Island. HIGHLIGHTS / FACTS • Beautiful sail – crystal clear water & white sandy beaches • Open bar • Relaxing day – swimming & snorkeling optional • Lunch at Lolo's • Spacious catamaran with shaded seats and lounging nets up front • Friendly & attentive crew

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.

Visit four scenic locations on this private, sunset cruise along the Caribbean Sea, which includes snacks and alcoholic beverages, plus snorkeling equipment and a floating mattress. Swim or float along scenic Happy Bay, enjoy a snorkeling stop at Creole Rock for a peek under the water, keep an eye out for the famous cows in Friar’s Bay, and cruise through stunning Marigot Lagoon.

Watch the sun dip below the horizon on your own private boat cruise in St. Maarten. Sail through the largest lagoon in the Caribbean and spot the famous mega yachts and villas, then cruise along the coast as you enjoy a beautiful evening on the water. Sip a glass of ine and tase a charcuterie and cheese plate with french bread as you watch the sky change from blue to hues of pink, purple, and orange.

Explore the coast of St. Maarten and its many attractions aboard a power catamaran on this full-day cruise. You’ll have access to a host of equipment and activities—paddleboards, snorkeling gear, and fun floatation devices—so you can splash around and get to know the marine world. Sidle up to the bar for premium signature cocktails and enjoy a barbecue lunch midday.

Discover the beauty of St Maarten's western coast aboard a self-drive inflatable boat—a unique alternative to the typical sightseeing tour. A knowledgable guide will accompany you on your journey from Philipsburg to Creole Rock on the island's French side. Once arriving, spend some time snorkeling in protected waters alongside sea turtles and schools of tropical fish, then get back behind the wheel to marvel at hidden bays and beaches. *Please note: in order to book multiple boats, you will need to make separate bookings

Boomerang is a one of a kind, custom built, power catamaran! She was built in St. Maarten, specifically for the waters of St. Maarten, to do exactly what she does best........Take her guests from bay to bay with speed, with comfort, and to have the best time possible! The bar never closes during your trip, and the drinks menu has something for everyone! Since she is a catamaran, she is stable enough to walk around while underway. We have a clean restroom onboard. No need to wait till the next stop.

Explore St Maarten on a half-day speedboat and snorkeling tour. With your expert captain and small group limited to sixteen people, jet out from Philipsburg to several nearby locations like the uninhabited Tintamarre Island. Jump into the water and snorkel at the biodiversity hotspot Creole Rock, then enjoy a lunch beachside on Pinel Island. Sip beers and soda from the onboard bar as your captain shares his knowledge of St Maarten and the surrounding waters with you.

Experience the highlights of St Maarten on this 5-hour shore excursion leaving from the cruise port. Ride in an air-conditioned van to Maho Beach on the Dutch side of this Caribbean island and Lucas Bay on the French side. Learn about the culture and history of the island from your guide while enjoying complimentary beer, water and soda. Visit the villages of Grand Case and Marigot before being returned on-time for your cruise ship's departure.

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.  

When your cruise ship docks in St Maarten, explore the island on a speedboat and snorkeling tour. With your expert captain and small group limited to eleven people, jet out from Philipsburg to several nearby locations like the uninhabited Tintamarre Island. Jump into the water and snorkel at the biodiversity hotspot Creole Rock, then enjoy a lunch beachside on Pinel Island. Sip beers and soda from the onboard bar as your captain shares his knowledge of St Maarten and the surrounding waters with you. 

Explore the waters around St Martin onboard your own jet ski during this half-day tour departing from Marigot. Follow your adventure guide around the island, cruising at your own speed and stopping at various points of interest. Enjoy VIP access to the 5-star Belmond La Samanna resort, one of the island's most exclusive beaches. All equipment is provided and no experience is necessary.