Top St Maarten Cruises & Sailing

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.

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.

Sail by catamaran to Anguilla and Prickly Pear on this full-day adventure from St Maarten. Leaving from Simpson Bay, cruise over to the Prickly Pear Cays to snorkel among the tropical fish and abundant coral. Enjoy an open bar and snacks as you head for Anguilla to explore the undersea life there. Stop at a seaside restaurant for a traditional barbecue lunch, and toast the sunset with champagne on your way back to St Maarten's docks.

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.

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.

Explore the waters around St. Maarten on a full-day speedboat tour, which includes five stops to see different aspects of the marine environment. You’ll swim and snorkel in a sea turtle habitat and on a vibrant coral reef, as well as visit pristine beaches far off the beaten path. Along the way, your captain will share entertaining and engaging commentary and you’ll sip drinks and indulge in unlimited snacks.

Are you ready to go Sailing? TRUE sailing on board of No1Sxm Trimaran: stable, smooth, comfortable. The 2 hour Sailing Experience is pure bliss, with a cocktail and snacks, meeting the sunset, sailing along the St.Maarten Coast. It all starts already on the dock at 4:30pm in winter, 5pm in summer & we tender you to the boat in Simpson Bay and welcome you aboard. Settle in with a drink while we hoist the sails for an awesome experience, sailing along the coast of St.Maarten. The actual sailing time is 1 1/2 hour during this sail. Upon our return to the dock, you will feel completely relaxed & want to do it again! 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. Captain/Owner Pieter is a sailing expert with 40 years experience on various sailing boats and ships.

Top class sailing experience with great food & open top shelf bar. Snorkeling, beaching and relaxing at its best! We will visit 2 beaches.We start boarding between 8 and 8,30 am by dingy from the dock behind Nowhere Special. We have custom Boarding ladder for your convenience.

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.

Join Too Rhum Punch for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are our main concern, depending on the weather update we will take you sailing to the French Nature Reserve (Tintamarre and Pinel) well known for the turtles, iguanas. OR  we will do an easy South side Coastal sailing French Side, Dutch Side with 2 or more stops for snorkeling, beach time and even spotting the planes as they land on our famous  Maho Beach. French Style Buffet Lunch, Open bar all day with Top Shelve liquor, Snorkeling instruction and equipment, Attentive freindly and professional crew are all the ingredients for a successful day in Sint Maarten

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. Round-trip transportation from St Maarten hotels is included.

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.

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.  

Joing our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48 feet catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee, Welcome Mimosa or Bloody Mary), Appetizers, 4 course gourmet lunch & open bar included. Crystal clear water will be waiting for your to do snorkeling all around SXM. Fishing and snorkeling gears are included and stand up paddles provided.

Discover the best snorkeling spots and beaches around St. Martin and Anguilla aboard your own private vessel. Customize your own itinerary with your captain based on your interests and the weather conditions. Stop at idyllic snorkeling spots such as Tintamarre, Creole Rock, and Prickly Pear. Spend the day swimming and in the turquoise waters and soaking up the warm sun while enjoying complimentary beverages and snacks on board.

A timeless adventure aboard our eco-tourism sailboat. No engine, navigate like pirates. Possibility to hold the helm with assistance from the captain. Aquatic activities: snorkeling, swimming with turtles, swimming. Included: meal, snack and open bar * our sailboat is on an eco-tourism approach, no plastic on board, the water is treated independently on the sailboat.

Pyratz Gourmet Sailing is the Ultimate Catamaran Experience with a unique concept combining Pleasure of Sailing, Discovery and Gastronomy. Avoid the crowded boats... We only welcome 12 passengers aboard for an intimate atmosphere and absolute confort at sea. We also commit to preserve our natural environment and support sustainable tourism by adopting environmentally friendly practices and sourcing locally. Get on board of our 45ft Power Catamaran for an amazing, unforgettable and authentic experience. Our professional and flexible crew commits to make your day special and unique with a service on board beyond expectations.

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.

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.

Venture out from St. Maarten to the island of Anguilla on your own private speedboat. Charter a boat for the day and customize your own itinerary with the captain based on your interests and the weather conditions. Snorkel in the vibrant coral reef systems to discover native marine species, swim in the pristine turquoise waters, and soak up the warm Caribbean sun with a drink on hand.

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 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.

Make the most of your time in the Caribbean with a visit to the neighboring British Island of Anguilla, just 7 miles (11 kilometers) off the coast of St. Maarten. No need to plan logistics: Your guide takes care of the day’s itinerary for you. In addition to a complimentary lunch and open bar, enjoy visits to secluded snorkeling locations and beaches often missed by visitors to St. Maarten.

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, Tintamarre island and Pinel Island for swimming. Often, we swim with turtles at Tintemarre Island and we visit the iguanas at Pinel 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 net up front • Friendly & attentive crew