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

“We had a fantastic day! Our hosts Anna and Jackie along with captain Scotty took great care of us! Constant attention - constant drink offered the whole trip. Wonderful fresh lunch grilled on board was delicious! We visited Little Bay and MullRead more”

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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

“This sailing was so much fun for our family. We walked from the port which was about 20 mins away. Spent the day sailing, snorkeling, and eating. There was about 23 people on our boat and there was plenty of room for everyone.”

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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

“Wonderful cruise....very attentive staff! Allow plenty of time to arrive at dock. Poorly marked roads and horrible traffic”

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4.Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

Experience a private full-day sailing adventure in Sint Maarten with snorkeling, gourmet lunch, open bar, and stunning island views—perfect for relaxation and fun.

★ 5.0

“Captain Mike’s “tour guide” experience was wonderful! The wind didn’t lend to pinel and tintamarre so we stayed along the Dutch coast primarily. The food was incredible and the drinks plenty. Thank you again!”

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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 an amazing day trip aboard the Seaduction! The crew was friendly and attentive, the snorkeling spots were beautiful, and the food and drinks were top-notch. Everything about the experience felt well thought out and enjoyable. Highly recommend this excursion—just be sure to bring…”

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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

“10/10! We had a blast on the Catamaran Cruise to Anguilla. The captain and his crew were helpful, fun and full of good vibes! They took us to Prickly Pear to do some snorkeling, and then Mead’s Bay for another amazing swim stop. They fed…”

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8.No1Sxm Sunset Sail Experience in St Maarten

Experience a relaxed sunset cruise in St. Maarten on a classic trimaran with drinks, snacks, and stunning ocean views. Perfect for couples seeking tranquility.

★ 5.0

“Excellent sunset cruise with Pieter and Mirian. Very friendly and excellent service. We had a great time - Mirian attended to the guests and Pieter is very informative. Very experienced sailing couple. Safe and fun sunset cruise aboard a very large trimaran.”

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9.St Maarten Luxury Catamaran Full-Day Group Charter

Experience a full day on a luxury catamaran in St. Maarten with snorkeling, gourmet meals, open bar, and scenic stops—perfect for relaxation and adventure.

★ 5.0

“The boat was great and the steward and captain were awesome! We were a group of 11 and they made sure to be very informative and took great care of us making sure we didn’t ever need anything all while prepping, cooking, cleaning, and driving…”

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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

“This was a real treat. I was able to experience the boat sailing without the engine and it was an amazing memory. The captain, Preston and his crew made sure everyone was taken care of and were very considerate. The snacks and drinks were flowing.…”

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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

“⭐️⭐️⭐️⭐️⭐️ This experience was absolutely incredible! The team made everything so easy and truly put us at ease. My boyfriend and I were nervous at first, but they reassured us every step of the way, and we ended up enjoying every siRead more”

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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

“crew was late and the captain was not concerned about keeping the guests happy. The food and beverages were great, but not the captain”

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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

“We booked this excursion last minute the night before and it was absolutely amazing. Pavel was an excellent captain and host. It was exactly what we were looking for. We got extremely lucky and had the whole boat to ourselves. Highly recommend trying this charter!”

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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.