Sailing

ST MAARTEN

10 Best Sailing In St Maarten

The St Maarten standouts.

The 10 sailing most travellers book in St Maarten. What's included, where they go, and what the on-the-ground experience is like.

10 Best Sailing In St Maarten

The Best Catamaran Day Sail in St Maarten

The Best Catamaran Day Sail in St Maarten - The boat, the crew, and the “you’re taken care of” factor

1.The Best Catamaran Day Sail in St Maarten

Most Popular★ 5.0

St Maarten catamaran day sail from Simpson Bay with snorkeling, stand-up paddleboarding, Tarzan swing, lunch, and open bar.

“A really great day on the water. The hosts were lovely and very welcoming. The catamaran was clean and spacious. The food was excellent and the drinks were flowing. Anne and Jackie do an outstanding job welcoming guests and making this an unforgettable day. We highly recommend. Ray and Robin Dec 19 2025”

1,552 reviewsFrom $139.00by Random Wind Charters

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

5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix - Getting to Bobby’s Marina and the wooden gazebo meetup

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

★ 5.0

Sail Sint Maarten on The Phoenix: snorkel at Little Bay, plane spot from Maho, swim near Mullet Bay, with lunch, drinks, and water toys.

“Captain benji and his team were amazing sailing the Phoenix! The directions from the port to the meetup location were super easy to find. From the time we boarded the catamaran to the time we left we had smiles on our faces! Chef Camilla cooked us a delicious lunch! We got to see so much…”

904 reviewsFrom $139.00by Sail The Phoenix

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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten - Long Bay and the First Big Swim: Turtles and a Real Underwater Hour

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

★ 5.0

Private 7-hour luxury catamaran charter in St Maarten with open bar, BBQ lunch, snorkeling stops at Long Bay, Tintamarre, and Little Bay.

“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!”

402 reviewsFrom $1by Red Baron Charters

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Tropical Catamaran Snorkeling & Sailing

Tropical Catamaran Snorkeling & Sailing - From Eagle Tours to Bobby’s Marina: The Logistics That Matter

Prickly Pear Catamaran Trip from St Maarten Including Lunch

Prickly Pear Catamaran Trip from St Maarten Including Lunch - Price and What You’re Actually Paying For

Tropical Catamaran Snorkeling, Sailing And Beach Experience

Tropical Catamaran Snorkeling, Sailing And Beach Experience - Between Stops: Trampoline Sun, Shade, and Drinks That Keep Pace

6.Tropical Catamaran Snorkeling, Sailing And Beach Experience

★ 5.0

Sail St Maarten’s calm leeward coast on a catamaran with snorkeling stops, BBQ lunch, and an open bar, plus dinghy access to beaches.

“We had a great day with our family. 11 of us were traveling on a cruise with our day stop in beautiful st. Martin. We made the short walk from the pier to the marina and from there the staff was organized and our day on the Too Rhum Punch was fantastic. Tamara, the captain…”

285 reviewsFrom $132.08by Eagle Tours N.V.

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St Maarten Luxury Catamaran Full-Day Group Charter

St Maarten Luxury Catamaran Full-Day Group Charter - Your day at sea: 8:30am to 5:30pm with real breaks

7.St Maarten Luxury Catamaran Full-Day Group Charter

★ 5.0

A small-group luxury catamaran day in St Maarten with breakfast, a four-course lunch, open bar, snorkeling, and a turtle swim.

“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 otRead more”

237 reviewsFrom $245.00by SXM St Martin Catamaran Charters

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No1SXM Day Sailing Experience in St. Maarten

No1SXM Day Sailing Experience in St. Maarten - The French-side calm bay: your swim and snorkel stop

8.No1SXM Day Sailing Experience in St. Maarten

★ 5.0

Sail a 3-hulled trimaran around St. Maarten, spot famous beaches, swim and snorkel, and enjoy rum punch and a real lunch.

“Our sail was simply wonderful. Our hosts, Peter and Miriam, were welcoming and accommodating. They attended to every need and worked as a great team to sail our boat and provide a great experience. I highly recommend this cruise, especially if you like a small crowd (no more than 12!).”

150 reviewsFrom $145.00by No1Sxm Sailing

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Private Full-Day Catamaran Sailing Charter in St Maarten

Private Full-Day Catamaran Sailing Charter in St Maarten - Boarding at 88 Welfare Rd: start time, atmosphere, and first impressions

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

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin - Two routes on one boat: 7 hours vs 9 hours

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

★ 5.0

Private St Maarten catamaran charter with Tintamarre or St Martin stops, open bar, gourmet 4-course lunch, snorkel, paddleboards.

“This is our second time sailing with Alois and Benjamin on the Flagship II. It is a great catamaran and a wonderful trip. They provide a first class experience, from the welcome breakfast and restaurant quality luncheon to the beautiful sailing experience through the clear waters of St. Marten.”

82 reviewsFrom $770.00by SXM St Martin Catamaran Charters

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