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

“You will experience beautiful sailing, snorkeling, jumping off the Tarzan swing, excellent service, great drinks and beer, and a wonderful meal. Wear your bathing suit, bring a towel and sunscreen and bring money to tip and buy bracelets to benefit the stray dogs on the…”

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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

“A very relaxing evening with wonderful balmy weather. Boat very clean, staff very helpful and food very good. Enjoyed the trip very much.”

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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

“Absolutely best part of our trip! Elmira made sure we never had to ask for a thing and Captain was so pleasant! Plenty of drinks and the meal was AMAZING! You don't want to miss this excursion!”

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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

“Our group size was 4. When we arrived for our time slot it was a great day for this trip. We boarded the catamaran and set out on the trip of a lifetime. The crew was attentive from the start to finish. The snacks, drinks…”

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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

“This was not a large noisy party boat. It was a small peaceful sunset cruise with drinks and appetizers! We had a perfect time. Only issue for some people might be that to get to the boat and back to land, the captain takes you…”

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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

“We were scheduled to sail on a Saturday but it was canceled due to a charging battery that overheated. So we were able to reschedule to Monday on a C/O trip with a smaller group and had a fantastic day with Alois and Benjamin. The…”

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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

“They were on time, w/ plenty of drinks & snacks to go around. Staff was also very good & accommodating .”

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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

“We had an amazing time on this excursion! Peter and Miriam are awesome and provided us with great service the entire time, and the lunch and snacks were really fresh. We had the boat to ourselves since we are in SXM during the low season…”

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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 nothing short of amazing. Tom and his team really made us feel comfortable as this was our first time parasailing. We were transported to the boat via jet ski and within minutes we were in the air. The views were amazing &…”

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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

“The crew was AMAZING! Anything you wanted you could have. The food was delicious too!! This was the most amazing experience we have ever had on vacation. I highly recommend it!!”

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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

“What an incredible day!! Captain Robert and Diana were amazing. Kept us fed with yummy appetizers, ribs, chicken, garlic bread and a wonderful salad. Diana made us Painkillers that were so good. They took us to serval different places on the island to swim, snorkel…”

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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.