Top St Maarten Cruises & Sailing

Climb aboard the catamaran "The Phoenix" for a shared half-day sail around the sights of Sint Maarten. Explore the warm Caribbean Sea with ease with the supplied water gear, for a day of swimming, snorkeling, paddleboarding, or relaxing. Indulge in fresh fruit, pound cake, and a freshly prepared lunch alongside refreshing cocktails, beer, and non-alcoholic beverages. Finish the day watching the planes take off as you sail past Maho Beach—a must-do when visiting the island (weather permitting).

Getting out on the water is one of the best ways to experience St. Maarten, but arranging a boat day on your own can be complicated and expensive. This fun catamaran cruise from Simpson Bay makes it simple, with a comfortable vessel and planned stops built into the day. Relax on cushioned seating as you journey along the water, then dive in when the catamaran anchors to enjoy snorkeling or stand-up paddleboarding.

Spend a full day exploring St. Maarten’s breathtaking coastline aboard a luxury catamaran, complete with activities and relaxation. From spotting planes at iconic Maho Beach to snorkeling in crystal-clear waters, fishing, or kayaking, the experience is yours to tailor. Drop by Long Bay, Happy Bay, and other beautiful spots. Enjoy all of this at a leisurely pace, with a freshly prepared lunch served onboard to complete the perfect day.

Escape the crowds and discover the delights of St. Martin island in style on a private, custom catamaran cruise that takes you to pristine beaches and nature-rich snorkel spots. Enjoy the catamaran all to yourself, and choose between two different durations and itineraries—both include a 3-course gourmet lunch, plus time to snorkel, swim, and paddleboard.

Reaching Anguilla’s most beautiful bays and beaches isn’t easy without a boat. This full-day powerboat excursion from Simpson Bay in St. Maarten gives you direct access to remote stretches of coastline, with multiple stops for swimming, snorkeling, and relaxing around the island. Enjoy lunch served onboard and sip from drinks served at the open bar throughout the day—while the crew handles all the navigation and logistics.

Sail to Anguilla aboard a catamaran on this full-day cruise from St. Maarten. Stop at Prickly Pear Cay to lounge in the shallows of the small island's pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Enjoy a buffet lunch right onboard and an open bar.

Explore St. Maarten with your own captain and crew on this 3-hour charter. Set your own schedule to visit the parts of the island that interest you the most. Drinks, food, and use of snorkel equipment provided.

Experience the best of St. Martin and St. Maarten in a short amount of time on this tour that explores both sides of the island. Start on the French side, Saint-Martin, for a visit to Oyster Pond, and a drive through the fishing village of Grand Case. Then head to Sint Maarten on the Dutch side to visit the world-famous Maho Beach and Bell's Lookout Point.

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 the Islands Your Way – À la Carte Style Set out on a private boat charter for a half-day or full-day adventure. You choose the destinations and activities we’ll handle the rest. Whether it’s snorkeling, swimming, sunbathing, or just cruising around, we’ll help plan the perfect day with great recommendations and hidden gems. Kick back with complimentary drinks and snacks, enjoy the clear blue water with your crew. It’s your boat, your adventure, let the good times roll! Please note: If you are coming from the Cruise Ship please select your trip with the option: CRUISE SHIP/CRUISE PORT for a convenient Pick Up at the Dock Maarten Marina located at a walking distance form the cruise Ship terminal. See below itinerary: https://maps.app.goo.gl/T1gTeLggjegWVYfN8

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.

Just north of St. Maarten, the stunning island of Anguilla awaits—known for its powdery white-sand beaches, turquoise waters, and relaxed Caribbean charm. Embark on an unforgettable journey aboard our spacious and powerful catamaran, where you’ll experience the very best of Anguilla in comfort and style. With indoors and outdoor seating our catamaran’s stable design and smooth cruising speed of 15-20 knots promise a comfortable ride over gentle Caribbean waves. Highlights include: • World-Famous Beaches – Sink your toes into the soft sands of the many beautiful beach. • Snorkeling and Swimming – Explore Anguilla’s vibrant underwater life with snorkeling gear included. • Full Bar & BBQ Lunch – Enjoy our signature cocktails and a delicious BBQ lunch onboard. Whether you’re seeking relaxation or adventure, our Anguilla Day Charter is your ticket to paradise. Limited spots fill quickly, so book now!

Board sail cat Mambo at Simpson Bay Resort Marina for a leisurely sail across the channel to Cove Bay, Anguilla and then onto Rendezvous Bay. Rendezvous Bay welcomes you with a pristine, white, sandy beach. Enjoy crystal-clear waters for swimming, cooling off, or lounging in the water with a noodle! Relax, you are here to spend the day with great views of St. Maarten across the ocean. At noon, a delicious lunch is served right on board the sailing catamaran. When your food has settled, opt to walk Rendezvous Bay...2 miles of powdery sand to stretch your legs. The call to leave comes all too soon. Board Mambo again and sail home to relaxing rhythms and the sound of the waves hugging the hulls. Your tropical experience is complete. “Tranquility wrapped in blue” is how we like to describe Anguilla!

This ONE WAY transfer is an excellent choice for any luxury transportation need. Whether it’s a Business trip or a Birthday trip we have you covered. We also provide more economical transfer options. Same great service. Our Chauffeur will be waiting for you at arrival and is easily identifiable. Simply look for a hand held sign with the lead travelers name on it. All incoming flights are monitored in case of delays. After being greeted, we then escort you to your vehicle and onto your chosen destination.

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.

Sample some of St. Martin’s best rum and get a better understanding of how the amber nectar is made on a tour of Topper’s Rhum Distillery. Go behind the scenes to learn how the rum is fermented, distilled, and filtered, accompanied by over 20 samples at the tasting bar. Choose from 124 flavored rums, rum cake, rum-infused Italian gelato, as well as how to prepare food with rum.

Tintammare and Pinel islands are known for beauty and excellent snorkeling, but getting there from St. Maarten can be difficult. Simplify things with this small-group half-day snorkeling and beach tour to Tintammare, St. Maarten, and Pinel islands that lets you get close to local wildlife on land and in the sea. Relax on the beach, go snorkeling, or do a bit of both. If you’re lucky, you might see some sea turtles.

Join us for a 6 Hours sightseeing, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South side Coastal sailing Dutch Side with 2 or more stops for snorkeling, beach time and even spotting the planes as they land on our famous Maho Beach. Caribbean Style buffet lunch, Open bar all day, Snorkeling instruction and equipment, Attentive friendly and professional crew are all the ingredients for a successful day in Sint Maarten! *** NOTE: Alternate stops may be chosen according to weather conditions.

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 a bay 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.

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.

Breathe naturally and take in the beauty of the surrounding scenery! You will be able to walk and breathe on the bottom of the Caribbean sea, just like on the surface. You’ll transported by boat to our platform in the middle of water where you will be welcome by our enthusiastic team, our guided will explain the the tour and divide the group in two, while some of you will enjoy snorkeling for 30 minutes and the other group will enjoy the Sea Trek for 30 minutes. At the end of the snorkeling session, we will return our gear and get ready to enjoy the Sea Trek, while the other group does the opposite. Once you are ready to do the Sea Trek, you will descend 2 to the seabed. This descent is little by little by a ladder with 20 steps (20 ft), so you become familiarized with the water environment and the use of the Sea Trek helmet. Once you reach the bottom, you will be guided by a path marked by railings, for a more comfortable underwater walk.

This is the perfect balance of adventure, nature, and culture a curated island hopping experience that shows you the best of both land and sea in one unforgettable day. Whether you’re traveling as a couple, a family, or with friends, this boat charter delivers memories that last long after the sun sets. Highlights: • Snorkel the vibrant reefs at Creole Rock • Swim with sea turtles at wild Tintamarre Island • Unwind on the soft sands of Pinel Island • Enjoy French Gourment Sandwiches • Watch planes land overhead at the iconic Maho Beach A local guide will provide live commentary on board Guaranteed on-time transfers from your cruise ship and back Use of snorkelling equipment and flotation noodles is included Don't miss your opportunity to book your unforgettable trip with All About Boat Charters.

Our tours are designed to provide an unforgettable experience that highlights the beauty, culture, and history of our lovely island. This tour includes many stops that last between 15 and 20 minutes at the main attractions in both Dutch and French St. Maarten. Our knowledgeable and passionate guides are there to answer any questions, offer insights, and engage in conversations with our guests. We take pride in offering unique touring options that cater to different interests and preferences. Our mission is to create lasting memories for every traveler, and we strive to achieve this with every tour we offer.

Cruise around St. Maarten in style and watch the sunset from the water with this sunset bubbly cruise from Simpson Bay on a 65-foot (20-meter) catamaran. Admire the views as you cruise along the Golden Coast, past Maho Beach and Mullet Bay, while savoring snacks and drinks, including free flowing prosecco, from an open bar onboard.