St Maarten

15 Best St Maarten Catamaran Sails

The catamaran days compared: luxury five-hour sails with open bars, lagoon departures that clear the bridge on schedule and dinner cruises after the beach crowd folds. The trade winds do the steering; the crew does the rest.

1.The Best Catamaran Day Sail in St Maarten

Experience a top-rated catamaran day sail in St. Maarten with snorkeling, paddleboarding, Tarzan swing, and delicious Caribbean food—perfect for all ages.

Most Popular★ 5.0

“Beyond expectation. Attentive for drinks. I don’t drink; but they had the soda water flowing well! Nice boat; more of someone’s home. I felt at home! Keep up the good work! Best advice; hire these guys!”

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2.5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix

Experience a 5-hour luxury catamaran sail in Sint Maarten with swimming, snorkeling, kayaking, and delicious food—all from Bobby’s Marina for just $139.

★ 5.0

“We were cruising on Virgin Voyages & had a port stop in St. Maarten. Never been on a catamaran & fortunately chose The Phoenix! A few people sailing with us mentioned how much nicer The Phoenix was compared to catamarans they bRead more”

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3.Tango Caribbean Dinner Cruise

Enjoy a 3-hour sunset dinner cruise in St. Maarten with Creole buffet, open bar, and Caribbean beats. Perfect for food lovers and sunset seekers.

★ 4.5

“This was an amazing night!! Boat was clean and large enough to fit everyone. The staff were so friendly and kept the food and drinks coming!! The dinner was great! Overall, an amazing night!”

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5.Tropical Catamaran Snorkeling & Sailing

Experience a 6-hour sailing, snorkeling, and Caribbean buffet adventure in St Maarten with open bar, stunning beaches, and friendly crew.

★ 5.0

“We had a minor problem at the beginning of the trip. Two couples, booked at the same time from different locations. Got to the office to check in and found out we were on different boats, both boats were full and there was no opportunity…”

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6.Prickly Pear Catamaran Trip from St Maarten Including Lunch

Enjoy a full-day catamaran cruise from St. Maarten to Anguilla's Prickly Pear Cay, snorkeling, a buffet lunch, and island swimming for $135.

★ 4.5

“I have taken this trip in the past and it never fails. The crew is top notch. Friendly, attentive with safety first. Since we have no control of Mother Nature, if you experience motion sickness, I would advise taking steps to control it so you…”

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10.St. Martin Sunset Sail

Experience stunning Caribbean sunsets on St. Martin's popular 1.5-hour catamaran sail with drinks, music, and great views—ideal for a relaxing evening.

★ 4.5

“It’s not an intimate cruise, it’s very much a party atmosphere. The crew makes this excursion fun and exciting. We traveled the south coast of St Maarten while the crew made sure we had plenty of drinks, snacks, and music. We got lucky with cloudless…”

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11.No1SXM Day Sailing Experience in St. Maarten

Experience a small-group sailing adventure in St. Maarten aboard a trimaran, with snorkeling, local sights, and delicious Caribbean food included.

★ 5.0

“This was a wonderful excursion. Pickup instructions were clear, the catamaran was clean, comfortable and very smooth on the water. Miriam was a great host- we especially loved the sandwiches she made for lunch and the fruit platter. We sailed all over, stopped for a…”

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12.Parasailing Orient Bay Beach Sint Maarten

Experience stunning Caribbean views from 300 feet in the air with parasailing over Orient Bay Beach. Safe, fun, and perfect for all levels.

★ 4.5

“Operator(s) were great! As there were a number of us who were afraid of heights but wanted to experience parasailing, the operator made us feel comfortable and at ease. They operated in a safe and fun matter. Would definitely recommend.”

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14.Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Experience a luxurious full-day private catamaran cruise in St. Maarten, visiting stunning beaches, enjoying gourmet meals, and snorkeling in crystal waters.

★ 5.0

“Highlight of our trip! Spent a full day on a private charter with Captain Ben and it was more deluxe than we had imagined. Our group of 6 was so well taken care of. The food and drinks were top notch. The cruise and snorkel…”

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15.Hakuna Matata – St Maarten Catamaran day cruise

Discover the relaxed charm of the Hakuna Matata catamaran cruise in St. Maarten, with stunning beaches, delicious food, and expert guides for an authentic island experience.

★ 4.5

“If you are looking for a relaxing day on the water without the crowds… book Hakuna Matata! Captain Robert and Diana are gracious hosts. They are so welcoming and easy to talk to. We are a family of 4- me, my husband and 2 teenage…”

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More St Maarten Catamaran Sails

5.0Private St. Maarten Cruise – Hakuna Matata Catamaran$1,830.00 5.0Nude Naturist Catamaran Boat Luxury Charter in St Maarten$245.00 5.0Luxury Catamaran Private Charter in St. Maarten/St. Martin$598.75 5.0Catamaran Day Sail$125.00 5.0Best Sailing Catamaran, Beach and Snorkel – Cruise Ship Friendly$122.08 4.5Mambo Sail Catamaran to Rendezvous Bay Anguilla$135.00 5.0Mojito – Full Day Private Catamaran Cruise – Sint Maarten$1,000.00 5.0St Martin Gd-Case: Private day in all inclusive catamaran$3,012.40 5.0Private Catamaran Excursion to Sint Maarten with Snorkeling$538.87 5.0Don’t Worry – Private Catamaran Cruise Sint Maarten Full Day Tour$1,250.00 5.0Half-Day Sailing Boat Adventure$132.02 5.0Luxury Catamaran Private Day Sail from St. Maarten to Anguilla$698.75 5.0Private Catamaran Excursion in Anguilla with its Turquoise Waters$950.53 5.0Be Happy – Private Catamaran Cruise Sint Maarten Full Day Tour$960.00 5.0No1Sxm Private Intimate Day Sail in St. Maarten$650.00 5.0Be Happy – Private Catamaran Cruise in Sint Maarten – Half Day$770.00 5.0Knot at Work – Half Day Private Catamaran Cruise in Sint Maarten$770.00 5.0Don’t Worry – Private Half Day Catamaran Cruise in St Maarten$1,030.00 5.0No1Sxm Half Day Sail Snorkeling and Sunset Experience$128.00 5.0Knot at Work – Private Catamaran Tour in St Maarten – Full day$960.00 5.02 days 1 night by private catamaran from St Martin to St Barth$3,836.00 5.0Full Day Shared Catamaran Cruise at Saint Maarten$240.00 5.0Mojito – Half Day Private Catamaran Cruise in Sint Maarten$800.00 St Martin Grand Case Experience: Night at anchor in Catamaran$1,319.97

Explore St Maarten

Two nations, one island: jet blasts, catamarans and turtle bays.