St. Maarten’s sailing scene offers practical options for every type of traveler. The standout choice is the Premier Catamaran Sailing tour – a well-organized day trip with a stellar 97% satisfaction rate, including meals and drinks. I especially love their attention to timing and guest comfort.
For families and small groups, the 48-foot catamaran charters hit the sweet spot, combining water activities with quality meal service. These spacious boats provide enough room to move around while maintaining an intimate atmosphere.
The small-group sailing tours win my recommendation for their personalized experience and access to hidden coves. Bonus: they’re often less expensive than the larger tours.
Check out our favorite St. Maarten sailing adventures below.
Good To Know
- Catamaran day trips from $215 per person with high guest satisfaction, offering amenities like continental breakfast, buffet lunch, and open bar.
- Luxury full-day charters on a 48-foot catamaran for up to 15 travelers, featuring gourmet four-course lunch, unlimited drinks, and scenic views.
- Small-group sailing experiences with a 98% recommendation rate, including highlights like Maho Beach, Mullet Bay, and Baie Rouge.
- Private charters tailored for families and small groups, with onboard lunch, unlimited drinks, snorkeling gear, kayaks, and paddleboards.
- Nude naturist catamaran boat luxury charter priced at $240 per person, accommodating up to 15 travelers with breakfast, four-course lunch, and open bar.
St. Maarten: Fun in the Sun Catamaran Day Trip
What better way to explore the beauty of St. Maarten than a St. Maarten Catamaran Day Trip? Priced from $215 per person, this 5-star activity offers an unforgettable experience.
With a 97% recommendation rate from 204 reviews, the trip includes a continental breakfast, buffet lunch, and open bar. Guests can enjoy swimming, snorkeling, and a relaxing atmosphere aboard the luxury catamaran.
The crew, notably Anna and Captain Neil, provide exceptional service and hospitality. While some guests wished for more beach access, the focus on a luxury experience, cleanliness, and high-quality food has impressed most.
Read our full review: St. Maarten: Fun in the Sun Catamaran Day Trip Review
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St Maarten Luxury Catamaran Full-Day Group Charter
Embark on an exceptional full-day charter aboard a luxury 48-foot catamaran in the picturesque waters of St. Maarten. Accommodating up to 15 travelers, this charter offers a range of activities, from swimming and snorkeling to fishing and paddleboarding.
Indulge in a gourmet four-course lunch, while sipping on unlimited drinks from the open bar. Marvel at the stunning scenery, including a view of planes at the famous Maho Beach.
With an experienced crew to assist you, this charter promises a truly memorable experience. Reviewers praise the exceptional hospitality, quality of food, and overall satisfaction with this luxury sailing adventure.
Read our full review: St Maarten Luxury Catamaran Full-Day Group Charter Review
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No1SXM Day Sailing Experience in St. Maarten
For those seeking a relaxing day on the water in St. Maarten, the No1SXM Day Sailing Experience offers a great option.
With 98% of travelers recommending this small-group tour, it provides a personalized sailing adventure along the south coast and Anguilla Channel. Guests can enjoy sightseeing at Maho Beach, Mullet Bay, and Baie Rouge, as well as opportunities for snorkeling and swimming.
The tour includes a lunch of sandwiches, snacks, and a tropical fruit platter, along with complimentary beverages.
While some guests have noted variable snorkeling visibility due to weather, the overall experience is consistently praised for its relaxing atmosphere and attentive service.
Read our full review: No1SXM Day Sailing Experience in St. Maarten Review
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The Best Catamaran Day Sail in St Maarten
Travelers seeking a premier catamaran sailing experience in St. Maarten should look no further than the “Best Catamaran Day Sail.”
With a 99% recommendation rate from over 1,200 reviews and a 5.0 rating, this excursion offers an exceptional value proposition. Priced at $139 per person, the tour includes a delightful lunch, an open bar, snorkeling, and thrilling water activities like the Tarzan swing.
The highly praised crew ensures a fun and safe journey, catering to guests’ needs with their friendly professionalism. Whether it’s your first time or a repeat visit, this catamaran sail is a must-do for anyone exploring the vibrant waters of St. Maarten.
Read our full review: The Best Catamaran Day Sail in St Maarten Review
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St Maarten Sailing and Snorkel Tour With Creole Rock and Lunch
Sailing enthusiasts looking to explore the vibrant waters of St. Maarten will find the Original Eco Tour Full-Day Around the Island of Sint Maarten a captivating experience.
This highly-rated tour offers a comprehensive itinerary, including stops at stunning locations like Tintamarre Island, Creole Rock, and Happy Bay Beach.
With a maximum of 28 travelers, the small group size ensures an intimate and personalized journey.
The tour includes an array of activities, from snorkeling to beach combing, as well as a delicious buffet lunch and an open bar.
Praised for its knowledgeable crew and excellent customer experiences, this sailing and snorkeling tour is a must-do for anyone seeking to enjoy the natural beauty of St. Maarten.
Read our full review: St Maarten Sailing and Snorkel Tour With Creole Rock and Lunch Review
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Prickly Pear Catamaran Trip From St Maarten Including Lunch
Although the waters surrounding St. Maarten offer many sailing excursions, the Prickly Pear Catamaran Trip stands out. This full-day journey takes travelers to Anguilla aboard the Lambada catamaran, offering a chance to relax and snorkel at Prickly Pear Cay.
The trip includes a buffet lunch featuring classic Caribbean dishes like chicken, ribs, and Johnny Cakes. With 260 reviews and a 4.5-star rating, it’s a popular choice. However, some guests have noted variability in service quality and safety measures.
Still, the trip provides an intimate experience for up to 65 travelers, with snorkeling gear, open bar, and gratuities included in the starting price of $135 per person.
Read our full review: Prickly Pear Catamaran Trip From St Maarten Including Lunch Review
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Tropical Catamaran Snorkeling, Sailing And Beach Experience
Situated at Bobby’s Marina, the Tropical Catamaran Snorkeling, Sailing, and Beach Experience invites guests to embark on an enchanting exploration of St. Maarten’s natural landscapes.
With 235 positive reviews and a Badge of Excellence, this small-group tour (max 28 travelers) offers a personalized experience. Passengers will delight in a buffet lunch, open bar, and snorkeling gear as they cruise to top landmarks and secluded snorkeling spots.
Accessibility options are available, and the crew’s professionalism ensures an enjoyable atmosphere. While some reviews note minor issues like overcrowding, most travelers highlight the beautiful scenery, delicious food, and memorable snorkeling adventures.
Read our full review: Tropical Catamaran Snorkeling, Sailing And Beach Experience Review
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5 Hour Luxury Catamaran Day Sail in Sint Maarten
Departing from Bobby’s Marina, the 5 Hour Luxury Catamaran Day Sail on The Phoenix in Sint Maarten invites travelers to experience the island’s stunning natural beauty.
With a 97% recommendation rate and a Badge of Excellence, the tour offers a range of activities including swimming, snorkeling, kayaking, and relaxation on the sundeck.
Guests can enjoy a breakfast spread, freshly cooked lunch, and unlimited drinks, including cocktails.
Onboard amenities include restrooms, comfortable seating, and attentive staff.
While not wheelchair accessible, the tour has a maximum capacity of 36 travelers and offers free cancellation and rebooking up to 24 hours in advance.
Reviews praise the friendly crew, great food, and beautiful scenery, though some feel the value could be improved.
Read our full review: 5 Hour Luxury Catamaran Day Sail in Sint Maarten Review
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Private Sailboat Charter in St Maarten
Frequently, travelers to St. Maarten seek a more intimate and personalized sailing experience. The private catamaran charter in St. Maarten offers just that.
Recommended by 98% of travelers, this charter boasts a Badge of Excellence with 54 reviews. It provides a tailored, crowd-free experience ideal for families and small groups. Guests can enjoy a delectable lunch prepared on board, unlimited drinks, and the use of snorkeling gear, kayaks, and paddleboards.
The Tarzan Swing adds an exciting touch to the adventure. With a start time of 10:00 am and hotel pickup and drop-off included, this private tour is a convenient and all-inclusive way to explore the stunning coastal waters of St. Maarten.
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Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin
This luxury private full-day catamaran charter in St Maarten and Saint-Martin offers travelers an unforgettable experience exploring the stunning coastal waters of the region.
With 75 reviews and a 99% recommendation rate, the tour provides a personalized, nature-rich adventure.
The 4-course gourmet lunch, breakfast, snacks, and unlimited drinks create a delightful culinary experience.
Guests can enjoy snorkeling, swimming, and paddleboarding at pristine beaches and nature-rich spots.
The flexible itinerary, wheelchair accessibility, and free cancellation policy add to the convenience.
Travelers consistently praise the exceptional service, beautiful scenery, and memorable activities, making this charter a true highlight of their St Maarten vacation.
Read our full review: Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin Review
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Nude Naturist Catamaran Boat Luxury Charter in St Maarten
For those seeking a unique and liberating sailing experience in St. Maarten, the Nude Naturist Catamaran Boat Luxury Charter offers an unforgettable day on the water.
Priced from $240 per person, this 4.5-hour excursion departs from Bobbys Marina, allowing up to 15 travelers to enjoy snorkeling, swimming, and beach exploration in a clothing-optional environment.
The charter includes a delightful breakfast, a 4-course gourmet lunch, and an open bar, as well as snorkeling gear, stand-up paddleboards, and fishing equipment.
With a 5-star rating from 47 reviews, this trip is highly recommended for naturists and those seeking a liberating sailing adventure.
Read our full review: Nude Naturist Catamaran Boat Luxury Charter in St Maarten Review
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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten
A premier choice for an unforgettable day on the water in Sint Maarten, the Private Full-Day Luxury Sailing Catamaran Charter offers a truly indulgent sailing experience.
With 214 glowing reviews and a 5.0 overall rating, this charter includes a Caribbean-style gourmet lunch, an array of alcoholic beverages, and access to snorkeling equipment.
The charter is wheelchair and stroller accessible, and most travelers can participate.
Priced at €1,540.80 per group of up to 8, the charter offers free cancellation up to 24 hours in advance and a “Reserve Now, Pay Later” option.
Whether seeking a luxurious sail or a day of relaxation, this charter is an exceptional choice.
Read our full review: Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten Review
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Tintemarre Island Catamaran Day Sail
Departing from the Divi Little Bay Beach Resort, the Tintemarre Island Catamaran Day Sail takes travelers on a captivating 7-hour journey along the scenic coastline of St. Maarten.
Aboard a 40-foot catamaran, guests can enjoy swimming, snorkeling, and sunbathing at Creole Rock, Tintamarre Island, and the charming town of Grand Case, where they’ll savor a local lunch at Lolo’s.
The experience offers an open bar, snacks, and all necessary snorkeling gear, accommodating up to 25 travelers.
Though not suitable for those with certain medical conditions, the tour boasts excellent reviews and a Badge of Excellence, making it an ideal way to explore the island’s natural wonders.
Read our full review: Tintemarre Island Catamaran Day Sail Review
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Private Luxury Catamaran Day Sail Sint Maarten
One of the most highly-rated sailing experiences in Sint Maarten, the Private Luxury Catamaran Day Sail offers travelers an unparalleled opportunity to explore the island’s stunning coastline.
Boasting an impressive 5.0 overall rating across 24 reviews, this private tour is highly recommended by 100% of past participants. Included in the experience are snorkeling equipment, kayaks, snacks, alcoholic beverages, lunch, and more.
The tour departs from the Dock Maarten Marina, just a 10-minute walk from the cruise terminal, and runs from 10:00 AM to an unspecified return time.
With its luxurious amenities and breathtaking scenery, the Private Luxury Catamaran Day Sail is a must-do activity for visitors to Sint Maarten.
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Luxury Catamaran Private Charter in St. Maarten/St. Martin
Offering an unparalleled sailing experience, the Luxury Catamaran Private Charter in St. Maarten/St. Martin boasts 33 reviews with a 100% recommendation from travelers.
Priced from $598.75 per person, this charter includes a premium bar, delectable meals, and top-notch amenities like snorkeling gear and paddle boards.
The spacious catamaran and attentive crew create a first-class experience, as highlighted by guests.
With free cancellation up to 24 hours before the start, this charter is a convenient and luxurious way to explore the Caribbean waters.
Whether you’re seeking a relaxing day on the water or an adventure-filled excursion, this private charter promises an unforgettable sailing experience in St. Maarten/St. Martin.
Read our full review: Luxury Catamaran Private Charter in St. Maarten/St. Martin Review
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Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin
A refreshing sail aboard a well-appointed catamaran beckons travelers to explore the stunning waters of St. Maarten.
This 93% recommended day sail, snorkel, and cruise experience offers an array of delectable eats, from gourmet sandwiches to grilled chicken and BBQ ribs. Theres some good unlimited alcoholic beverages, fresh fruit salad, and use of snorkeling gear while enjoying the scenic beauty.
The tour departs from Philipsburg’s Greenhouse at 9 AM, with a dinghy pickup. While not wheelchair accessible, the experience is suitable for most travelers.
With a maximum group size of 18, guests can expect a personalized, relaxing journey along St. Maarten’s picturesque coastline.
Read our full review: Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin Review
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St. Maarten Private Full-Day Custom Sailing Tour – St Maarten
Travelers seeking a personalized sailing adventure in St. Maarten will find the St. Maarten Private Full-Day Custom Sailing Tour an excellent choice. This private charter offers a customizable route and a 5.0 overall rating based on Viator and Tripadvisor reviews.
The tour includes use of snorkeling and floating equipment, and picks up and drops off at the Dingley Dock Sailors Bar. While not recommended for those with certain medical conditions, most travelers can participate.
The tour has received rave reviews, with one guest praising the personalized experience and the captain’s thoughtful assistance. With 13 positive reviews, this custom sailing tour is a highly recommended way to explore St. Maarten’s waters.
Read our full review: St. Maarten Private Full-Day Custom Sailing Tour – St Maarten Review
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Private Catamaran Cruise Day
Visitors to St. Maarten can enjoy a full-day private catamaran cruise offered by Zephyr, votre croisière privéé.
The cruise, priced at $1,826.16 for up to 10 people, includes snorkeling equipment, paddles, and a skipper and hostess. Guests can bring their own picnic and drinks, and have the option to reserve a table at Karibuni on Pinel Island.
The cruise departs from Quai 58 bar on Boulevard de Grand-Case and returns to the same location. A moderate level of physical fitness is required, and infants must sit on laps.
With exceptional hospitality and service, this private tour provides a memorable experience for families and groups.
Read our full review: Private Catamaran Cruise Day Review
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Full-Day Private Luxury Yacht Tour in Anguilla
This full-day private luxury yacht tour in Anguilla offers an unparalleled experience for groups of up to 10 guests.
Departing from St. Maarten, the tour includes an open bar with alcoholic and non-alcoholic beverages, as well as a selection of tasty snacks throughout the day.
Guests can enjoy underwater scooter activities and explore various beaches.
The tour has received excellent reviews, with customers praising the captains’ expertise and the overall memorable experience.
Priced at $1,700 per group, this tour provides a luxurious and relaxing way to discover the beauty of the Anguilla coastline.
Read our full review: Full-Day Private Luxury Yacht Tour in Anguilla Review
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Half-Day Sailing Boat Adventure
A half-day sailing adventure in the picturesque waters of St Maarten awaits those seeking an exhilarating and scenic maritime experience. Priced from $118.16 per person, this 5.0-rated activity takes place aboard a sailing boat, with an open bar, all fees, and taxes included.
The meeting point is at the SXM Marina Fort Louis, and the tour returns to the same location. While the experience isn’t wheelchair accessible, it’s near public transportation.
Participants should have moderate physical fitness, as the tour isn’t recommended for those with back problems, pregnant travelers, or serious medical conditions. Infants must sit on laps.
With a maximum capacity of 6 travelers, this non-refundable tour promises an unforgettable sailing journey.
Read our full review: Half-Day Sailing Boat Adventure Review
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St. Maarten Private Sailing Tour in Trimaran Up to 14 People (Feb )
Exploring the picturesque waters of St. Maarten, the No1Sxm Private Intimate Day Sail offers a unique and personalized sailing experience.
With a 5-star rating from 4 reviews, this private tour allows your group to enjoy a sightseeing cruise with snorkeling opportunities.
The tour includes use of snorkel equipment, a gourmet sandwich lunch, snacks, beverages, and hotel pickup and drop-off.
Guests should note the meeting point and potential traffic due to a drawbridge.
Confirmation is received within 48 hours, and the tour isn’t wheelchair accessible, requiring a moderate fitness level.
Prices start at $635 per person, with a lowest price guarantee and free cancellation up to 24 hours in advance.
Read our full review: St. Maarten Private Sailing Tour in Trimaran Up to 14 People (Feb ) Review
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Mambo Sail Catamaran to Rendezvous Bay Anguilla
Aboard the Mambo Sail Catamaran, guests embark on an exhilarating journey to the picturesque Rendezvous Bay in Anguilla.
The adventure begins with check-in at 8:00 am, passport in hand, at the Aqua Mania Adventures meeting point in Simpson Bay, Sint Maarten. The catamaran departs at 8:45 am, offering an open bar, lunch on board, and the use of snorkeling equipment.
Upon arrival at Rendezvous Bay, guests can relax on the beach, soak up the sun, and enjoy the included beach amenities.
With a maximum of 25 travelers, this tour provides an intimate and personalized sailing experience. Reviewers praise the helpful and hardworking staff, making this a must-try activity for those seeking a day of sun, sea, and Caribbean bliss.
Read our full review: Mambo Sail Catamaran to Rendezvous Bay Anguilla Review
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Sailing Cruise in St Maarten (Feb )
JollyCat Bliss and Pleasure offers an exhilarating sailing cruise in St Maarten, providing visitors with a chance to explore the island’s stunning coastline and marine life.
The tour departs from Bobbys Marina, sailing into the Caribbean for snorkeling among colorful fish and turtles. Onboard, guests can enjoy an open bar, lunch, DJ music, and comedy entertainment.
Snorkeling equipment is provided, and the tour can accommodate up to 45 passengers, with free admission for children aged 5-10.
However, the tour has received mixed reviews, with some travelers reporting communication and reliability issues with the operator.
Read our full review: Sailing Cruise in St Maarten (Feb ) Review
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Private Power Catamaran Tour to St Barts
Departing from the Sint Maarten Police Station in Simpson Bay, this private power catamaran tour provides an exhilarating journey to the island of St Barts.
Passengers will enjoy alcoholic beverages, snacks, soda, and bottled water throughout the trip. The catamaran is equipped with snorkeling gear, a stand-up paddle board, and fishing rods for trolling.
An optional BBQ lunch is available for an additional $15 per person, and port fees of $20 per person are included.
The tour isn’t wheelchair accessible, but strollers and service animals are allowed. Most travelers can participate, and the boats are stable and safe, operated by licensed captains.
Confirmation is subject to availability, and cancellations due to poor weather will be offered a different date or full refund.
Read our full review: Private Power Catamaran Tour to St Barts Review
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Embarking on a full-day shared catamaran cruise in Saint Maarten offers travelers an exhilarating opportunity to experience the island’s stunning coastline.
For $235 per person, guests can join a small group of up to 12 travelers and sail aboard the Mojito catamaran. The cruise includes a variety of beverages, snacks, and a luxurious sandwich-style lunch, as well as access to snorkeling gear, paddleboards, and floating mats.
While the itinerary is subject to weather conditions, the cruise provides a chance to explore the island’s picturesque bays and beaches.
Participants should note that the cruise isn’t recommended for pregnant travelers or those with serious medical conditions, and that swimmers do so at their own risk.
Read our full review: Full Day Shared Catamaran Cruise at Saint Maarten Review
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Frequently Asked Questions
Are Pets Allowed on the Sailing Experiences?
Pets are generally not allowed on sailing experiences due to safety concerns and the potential for disturbance to other passengers. Some tour operators may make exceptions, but it’s best to check with them directly before booking to ensure your pet can join.
Can We Bring Our Own Food and Drinks?
Passengers can usually bring their own food and drinks on sailing experiences, though some operators may have restrictions. It’s best to check with the specific company beforehand to ensure you can bring your desired items.
What Is the Cancellation Policy for These Tours?
The cancellation policy varies by tour operator, but most offer flexible options. Some may allow free cancellations up to 24 hours in advance, while others may charge a fee. It’s best to check the specific policy when booking.
Are the Sailing Experiences Suitable for Families With Young Children?
The sailing experiences are generally suitable for families with young children, though caution is advised as the boats can be unsteady. Parents should supervise their kids closely and ensure they wear life jackets. Some tour operators may have age or size restrictions.
Do We Need to Bring Any Special Equipment or Gear?
Families with young children don’t need to bring any special equipment or gear for sailing experiences, as most tour operators provide all the necessary equipment. It’s best to wear comfortable, weather-appropriate clothing and closed-toe shoes.
The Sum Up
St. Maarten offers a variety of thrilling sailing experiences, from full-day catamaran cruises to private power catamaran tours. Whether you’re seeking a fun-filled day trip, a luxurious group charter, or a chance to explore nearby islands, there’s a sailing adventure to suit your preferences. With a range of options and expert-led tours, visitors can easily find the best sailing experience to make the most of their time in this Caribbean paradise.