St Maarten’s sailing scene offers several well-vetted options for experiencing the Caribbean waters. The top-rated private catamaran charter delivers an upscale experience with gourmet dining and premium drinks – perfect for special occasions. We love the tropical snorkeling tour for its combination of adventure and local flavors, while families consistently rate the Tarzan-swing catamaran as their favorite pick. For a more intimate experience, the private sailboat charter provides flexibility and home-cooked meals. These standout choices represent the finest ways to explore St Maarten’s pristine waters. Check out our recommended sailing tours below.
Key Points
- Luxury catamaran charters offer private, all-inclusive experiences with gourmet meals, premium bar, and exceptional reviews for a maximum of 15 travelers.
- Adventure and snorkeling tours provide family-friendly catamarans with snorkeling, paddleboarding, and Tarzan swing, along with buffet lunches and personalized service.
- Private and customized sailing experiences cater to small groups with flexible pricing, personalized service, and a range of water activities.
- Scenic and relaxation cruises offer 5-hour luxury catamaran day sails with guided snorkeling, freshly cooked lunch, and breathtaking Caribbean views.
- Culinary and beverage experiences include gourmet lunches, unlimited drinks, buffet-style dining, and exceptional crew service across various sailing tours.
Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin
Set out on a luxurious catamaran adventure in the stunning waters of St Maarten and Saint-Martin.
With 75 reviews and a 99% traveler recommendation, this private full-day charter offers an unforgettable experience. Enjoy a 4-course gourmet lunch, unlimited drinks, and breakfast served by an attentive crew.
The catamaran is wheelchair and stroller accessible, making it suitable for most travelers. Confirmed within 48 hours, this tour allows you to reserve now and pay later.
Reviewers praise the food, service, and overall experience, deeming it a must-do activity when visiting the island.
Explore the Caribbean in style with this exclusive charter.
Read our full review: Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin Review
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Tropical Catamaran Snorkeling, Sailing – Cruise Ship Friendly
For those seeking a more adventurous nautical experience in St. Maarten, the Tropical Catamaran Snorkeling and Sailing tour is a must-try.
This 6-hour excursion, recommended by 97% of travelers, offers a chance to explore the island’s stunning beaches and marine life. The tour includes snorkeling stops, a Caribbean buffet lunch, and an open bar.
Catering to couples and friends, the tour has a maximum capacity of 28 travelers. While not wheelchair accessible, the tour can accommodate specific dietary requirements.
With exceptional crew service and beautiful views, this cruise ship-friendly experience is sure to leave you with lasting memories of your time in St. Maarten.
Read our full review: Tropical Catamaran Snorkeling, Sailing – Cruise Ship Friendly Review
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The Best Catamaran Day Sail in St Maarten
The Best Catamaran Day Sail in St Maarten takes you on a yacht excursion from Simpson Bay, where you’ll cruise the ultramarine waters surrounding both the French and Dutch sides of the island.
The journey includes snorkeling, stand-up paddleboarding, and a Tarzan swing, all in a family-friendly atmosphere with comfortable seating.
You’ll enjoy a delicious lunch, unlimited drinks from a top-shelf open bar, and the use of snorkel equipment and life jackets.
The activity is easy to access, with a maximum capacity of 30 travelers, and features an exceptional crew that receives 5-star reviews for their attentive service and friendly atmosphere.
Read our full review: The Best Catamaran Day Sail in St Maarten Review
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Prickly Pear Catamaran Trip From St Maarten Including Lunch
Looking to expand your sailing experiences in St. Maarten? Consider the Prickly Pear Catamaran Trip.
This full-day excursion boasts a 4.5-star rating across 260 reviews. Depart from Aqua Mania Adventures at 9 am, enjoying an open bar, buffet-style lunch, and snorkeling at Prickly Pear and Meads Bay.
While the trip isn’t wheelchair accessible, a moderate fitness level is required. Be sure to bring your valid passport, as it’s needed for check-in.
With free cancellation and unlimited rescheduling, secure your spot for $135 per person and experience the beauty of St. Maarten from the water.
Read our full review: Prickly Pear Catamaran Trip From St Maarten Including Lunch Review
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Private Sailboat Charter in St Maarten
Oftentimes, a private sailboat charter in St. Maarten offers an intimate, tailored experience compared to large group tours.
With 98% traveler recommendation and a Badge of Excellence, this charter provides an open bar, homemade lunch, and water activities like snorkeling, kayaking, and paddleboarding.
The private tour for your group starts at 10 AM with hotel pickup and drop-off.
While the charter isn’t wheelchair accessible, it’s stroller-friendly and suitable for most travelers, including families.
Priced from $3,300 for up to 8 people, this experience features a lowest price guarantee and flexible booking options.
Read our full review: Private Sailboat Charter in St Maarten Review
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No1SXM Day Sailing Experience in St. Maarten
One of the best ways to experience the stunning Caribbean waters of St. Maarten is through the No1SXM Day Sailing Experience.
With 133 reviews and a 98% traveler recommendation, this sightseeing sailing cruise takes you along the south coast and Anguilla Channel, stopping for snorkeling and swimming.
The trip includes lunch, snacks, and drinks, as well as snorkeling equipment, towels, and suntan lotion.
Departing from Welfare Rd in Simpson Bay, the tour accommodates a maximum of 14 travelers for a personalized experience.
Guests rave about the service, food quality, and relaxing atmosphere, though some note variable snorkeling visibility.
Priced from €129.94 per person, this day sailing adventure offers a scenic and inclusive way to explore the Caribbean.
Read our full review: No1SXM Day Sailing Experience in St. Maarten Review
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St Maarten Luxury Catamaran Full-Day Group Charter
Embark on an unforgettable full-day luxury catamaran charter in the stunning waters of St. Maarten. This 48-foot catamaran accommodates up to 15 travelers, providing an intimate setting for your island adventure.
Indulge in a gourmet four-course lunch, sip on unlimited drinks, and enjoy watersports such as snorkeling and stand-up paddleboarding. With consistently excellent reviews, you can expect top-notch hospitality, delicious cuisine, and a memorable experience.
The charter departs from Bobby’s Marina in Philipsburg at 8:30 am and returns to the same location, offering the flexibility to explore secluded bays and beaches. Priced from $240 per person, this luxury catamaran charter is a must-try for your St. Maarten vacation.
Read our full review: St Maarten Luxury Catamaran Full-Day Group Charter Review
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5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix
Aboard the 60-foot luxury catamaran The Phoenix, you’ll set sail for a captivating 5-hour day excursion through the picturesque Caribbean Sea.
With a maximum of 36 travelers, you’ll enjoy guided snorkeling, stand-up paddleboarding, and kayaking, all while indulging in a freshly cooked onboard lunch, snacks, and an array of alcoholic and non-alcoholic beverages.
The friendly and attentive crew will ensure you feel comfortable and well-cared for throughout your journey.
Departing from Dock Maarten in Philipsburg, this highly-rated activity offers breathtaking views, fantastic service, and an unforgettable day of relaxation and exploration on the water.
Read our full review: 5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix Review
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Tropical Catamaran Snorkeling, Sailing And Beach Experience
Departing from Bobbys Marina in Philipsburg, the Tropical Catamaran Snorkeling, Sailing and Beach Experience immerses you in the picturesque Caribbean landscape.
With a maximum of 28 travelers, you’ll enjoy a barbecue lunch, unlimited drinks, and top-notch snorkeling gear. The highly-rated crew is praised for their professionalism and attentiveness.
While some guests have noted concerns about overcrowding and equipment, the overall experience earns a 95% recommendation.
Secure parking and round-trip transfers are available for added convenience. Flexible cancellation and dietary accommodations make this tour a seamless choice for your St Maarten adventure.
Read our full review: Tropical Catamaran Snorkeling, Sailing And Beach Experience Review
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St. Maarten: Fun in the Sun Catamaran Day Trip
Start your St. Maarten adventure with the “Fun in the Sun Catamaran Day Trip.”
This highly-rated excursion offers a relaxing day on the water, complete with a continental breakfast, buffet lunch, and unlimited drinks.
Snorkel the vibrant marine life, then soak up the sun on the catamaran’s clean and comfortable deck.
The attentive crew provides excellent service, ensuring a memorable experience.
While the trip may not suit thrill-seekers, it’s perfect for travelers seeking a leisurely day of indulgence and scenic views.
With free cancellation and rescheduling, you can confidently book this exceptional sailing experience in St. Maarten.
Read our full review: St. Maarten: Fun in the Sun Catamaran Day Trip Review
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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten
Take your St. Maarten adventure to new heights with a Private Full-Day Luxury Sailing Catamaran Charter.
Set out on a 210-reviewed, highly recommended experience for up to 8 guests, priced at $1,600 per group. Indulge in a Caribbean-style gourmet lunch, an open bar with mimosas, rum punch, and more, and enjoy complimentary snorkeling equipment.
The charter departs and returns to the Dock Maarten, near Chesterfield restaurant. With accessibility for wheelchairs and strollers, this charter caters to various needs.
Enjoy the stunning scenery and make unforgettable memories on the Caribbean waters.
Read our full review: Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten Review
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Luxury Catamaran Private Charter in St. Maarten/St. Martin
Though you may be tempted to embark on a Caribbean sailing adventure with any charter, the Luxury Catamaran Private Charter in St. Maarten/St. Martin stands out.
With 33 glowing reviews and a 100% recommendation rate, this all-inclusive experience offers unparalleled luxury. You’ll enjoy a gourmet meal, premium bar, and top-notch amenities like snorkeling gear and paddleboards.
The knowledgeable crew, Captain Andre and Diane, ensure a seamless and tailored itinerary. At $598.75 per person, this private tour provides excellent value for the exceptional service and amenities.
With free cancellation and unlimited rescheduling, booking this charter is a hassle-free way to experience the stunning waters of St. Maarten.
Read our full review: Luxury Catamaran Private Charter in St. Maarten/St. Martin Review
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Nude Naturist Catamaran Boat Luxury Charter in St Maarten
Seeking a more clothing-optional experience on the high seas? The Nude Naturist Catamaran Boat Luxury Charter in St Maarten delivers just that.
This full-day trip features a small-group setting with a maximum of 15 travelers. Enjoy a delicious 4-course gourmet meal, an open bar, and activities like snorkeling, stand-up paddleboarding, and fishing.
While guests praise the friendly crew and relaxing atmosphere, some note limited clothing-optional stops and crew enthusiasm could be improved.
Nonetheless, with a 96% recommendation rate, this charter provides a unique opportunity to sail the Caribbean in a more natural state.
Confirmed bookings are received within 48 hours, and you can reserve now and pay later.
Read our full review: Nude Naturist Catamaran Boat Luxury Charter in St Maarten Review
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Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin
Often, the Catamaran Day Sail / Snorkel / Cruise in St Maarten offers a delightful opportunity to explore the scenic waterways of this Caribbean island.
With a maximum of 18 travelers, you’ll enjoy a 5-star rated experience featuring a starter of gourmet sandwiches, a main course of BBQ ribs or grilled chicken, and a fresh fruit salad dessert.
Unlimited alcoholic beverages, snacks, and a buffet dinner are also included.
Snorkel the vibrant coral reefs, relax on swimming noodles, and take in the local knowledge from the friendly crew.
Though not wheelchair accessible, this excursion offers a rejuvenating escape for those seeking a relaxing day on the water.
Read our full review: Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin Review
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Tintemarre Island Catamaran Day Sail
Set out on a captivating Tintemarre Island Catamaran Day Sail, where you’ll have the opportunity to explore the stunning coastline of St. Maarten.
This highly-rated tour, with 96% recommendation from 25 reviews, operates until August, accommodating a maximum of 25 passengers on a comfortable 40-foot catamaran.
Enjoy the included open bar, snacks, and lunch at a local beach bar, as you stop at picturesque locations like Long Bay, Creole Rock, and Tintamarre Island.
Activities such as snorkeling, swimming, and sunbathing await, with gear provided.
This tour caters to moderate fitness levels and isn’t suitable for those with certain medical conditions.
Secure your spot and experience the best of St. Maarten’s sailing adventures.
Read our full review: Tintemarre Island Catamaran Day Sail Review
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Private Luxury Catamaran Day Sail Sint Maarten
Experience the pinnacle of luxury on a private catamaran day sail around the stunning southern coastline of Sint Maarten.
This 5-star rated tour, recommended by all past travelers, offers a truly tailored experience. Enjoy a bottomless bar with cocktails and non-alcoholic drinks as you circumnavigate the island.
Savor a full lunch and indulge in activities like kayaking and snorkeling. All necessary equipment is provided, including snorkeling gear and access to The Phoenix water island.
With a 10 AM start time, simply check in at the Dock Maarten Marina, a short walk from the cruise terminal.
This private tour is perfect for creating an unforgettable day on the water in Sint Maarten.
Read our full review: Private Luxury Catamaran Day Sail Sint Maarten Review
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Half-Day Sailing Boat Adventure
If the private catamaran experience has piqued your interest, the half-day sailing boat adventure offers another captivating way to explore the waters around St Maarten.
This 4-hour excursion departs from the SXM Marina Fort Louis in Marigot, accommodating up to 6 travelers. With an open bar and all fees included, you’ll enjoy a memorable journey with opportunities to learn sailing skills and take in the beautiful scenery.
While not wheelchair-accessible, this adventure is a moderate fitness level activity. Previous guests have praised the wonderful host, Captain Fabrice, and the unique, hands-on sailing experiences that made for a highlight of their St Maarten visit.
Read our full review: Half-Day Sailing Boat Adventure Review
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Private Power Catamaran Tour to St Barts
This private power catamaran tour to the island of St. Barts offers a unique opportunity to explore the picturesque Caribbean destination.
Starting at 8:00 am, you’ll depart from the Sint Maarten Police Station in Simpson Bay, taking in the stunning scenery along the way.
The tour includes a range of amenities, such as alcoholic beverages, snacks, and use of snorkeling equipment, stand-up paddleboards, and fishing rods.
A BBQ lunch is available for an additional $15 per person, and port fees of $20 per person are included.
The boats are stable and safe, operated by licensed captains, ensuring a relaxing and enjoyable experience.
While the tour requires good weather, cancellations due to poor conditions will be rescheduled or fully refunded.
Read our full review: Private Power Catamaran Tour to St Barts Review
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The Sum Up
You’ve got plenty of amazing sailing experiences to choose from in St. Maarten. Whether you’d like a private catamaran charter, a snorkeling adventure, or a trip to neighboring islands, there’s an option that’ll suit your needs. With so many great activities, you’re sure to have an unforgettable time on the water. Just pick the one that sounds most appealing and get ready for a fantastic sailing excursion.