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 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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Sample some of St. Martin’s best rum and get a better understanding of how to amber nectar is made on a tour of Topper’s Rhum Distillery. Go behind the scenes and find out how the rum is fermented, distilled, and filtered in a small group limited to 15 people. Then, you’ll be able to enjoy unlimited samples at the tasting 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 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.

Navigate St. Maarten's most popular beaches & highlights on an ATV during this half-day adventure from Phillipsburg. Stops include Airport Beach, Mullet Bay, Marigot, and much more. This tour is mainly on-road with a portion off-road. Upon return in Great Bay, Philipsburg, you can take a refreshing swim. Bottled water, and use of ATV and helmet is included.

Renting a boat in the Caribbean can be pricey and you’d have to worry about who would drive and navigate. This Tintemarre Island Catamaran Sailing Experience takes the stress out of planning by taking care of all the main details like your route and lunch. Stop at Long Bay, Creole Rock, Grand Case, and Tintemarre, and along the way, enjoy an open-bar, an attentive crew, and comfortable seating.

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

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.

Combine the experience of riding up to Sentry Hill on the Soualiga Sky Explorer chairlift and zipping back down the on a zipline on this half-day tour in St. Maarten. Explore onsite museum dedicated to the area's history, then enjoy the views on the way up and get some thrills on the way down the world's steepest zipline.

Combine rides on the Flying Dutchman, the Schooner Ride and the Sentry Hill Zipline on this thrilling combination tour. First, ascend to St. Maarten's highest point on the Sky Explorer for excellent views, then zoom down the mountain on the Flying Dutchmen. Head back up the mountain and clip on to the Sentry Hill Zipline to get views over the island. Finish up with an inner tube ride down the mountain on the Schooner Ride.

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.  

Book a shared arrival transfer from Princess Juliana International Airport to your hotel, and enjoy a stress-free start to your trip in St Maarten, or St Martin. It’s a simple, cost-effective option and transport is by comfortable bus.