St Maarten · ST MAARTEN CATAMARAN & SAILING CRUISES
29 reviewed
A day under sail is the one thing almost everyone books here, and the boat you pick shapes the whole day. These are the best catamaran and sailing cruises in St Maarten — which run half-day for cruise passengers and which give you a full day, where each one anchors to snorkel, how big the group gets, and what the price includes before the rum starts flowing.
5-hour catamaran sail from Simpson Bay with snorkeling, stand-up paddleboarding, Tarzan swing, lunch, and an open bar.
“This was me and my wife baby moon this is late but was a great time my favorite thing was the sling into the water”
5-hour luxury catamaran sail in Sint Maarten with Little Bay snorkeling, a Maho Beach plane pass, and lunch plus unlimited drinks.
“This was a wonderful experience. The team was friendly and accommodating. I would recommend it to others.to others.”
A private full-day luxury catamaran in St Maarten with snorkeling at Long Bay and Little Bay, included meals, and an open bar for up to 8.
“What an amazing day on the water! Captain Mike and his wife, Almira, were the very best hosts! Friendly, knowledgeable, accommodating and fun! They make you feel right at home. This was our first time to the island and our first time on a cRead more”
A 6-hour St Maarten catamaran day with calm-water sailing, multiple snorkeling stops, Caribbean buffet lunch, and an open bar.
“This excursion delivered in every way. From the staff to the accommodations and the visited locations.”
Full-day catamaran from St Maarten to Anguilla’s Prickly Pear Cay and Mead’s Bay with lunch, open bar, and snorkeling gear.
“If you want a 6 hour boat tour where you can drink as much cheap alcohol as you want without any real substance to the boat tour, this trip is for you. On our particular outing in November 2025, we were unable to stop at Prickly Pear whicRead more”
A small-group catamaran from Bobby’s Marina for snorkeling at Little Bay and more, plus BBQ lunch, open bar, and beach time.
“Always a fun time with Eagle Tours. Captain JP, Jasper, and Ty were all great. They are very knowledgeable, friendly and provide great service.”
Small-group sunset sail on St Maarten’s trimaran with drinks and snacks, passing Maho Beach and Mullet Bay in calm style.
“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 in a small dingy that fits 6 along its outer edge. For those with mobility issues it might not be a good fit.”
Small-group St. Maarten luxury catamaran day with open bar, four-course lunch, snorkeling, fishing, paddleboards, and turtle swim on Tintamarre.
“A little more money but absolutely worth it. There are many charters that will take you around the island. I’ve been on several of them over the years, but this one was the best. We had the pleasure of being on a cruise with just six passengRead more”
St. Martin sunset catamaran on Lambada with music, snacks, and open drinks. Lounge on deck or nets, then return to Simpson Bay.
“Fun time on this wonderful sunset cruise. Very well organized with great staff. Meet some wonderful people and enjoyed the sunset and rum punch!”
Small-group St. Maarten trimaran day sail with rum punch, snorkeling swim, and key coast passes like Maho Beach and Baie Rouge.
“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 and it was so relaxing. Definitely recommend!”
A private St Maarten catamaran day with a full open bar, snorkeling, paddle boarding, and an around-the-island route to Tintamarre.
“Great experience. Louise and Tonya did an amazing job. They were very accommodating and we had a great trip.”
Private catamaran in St Maarten and Saint-Martin with snorkeling gear, paddleboards, and a 4-course gourmet lunch plus unlimited drinks.
“crew was late and the captain was not concerned about keeping the guests happy. The food and beverages were great, but not the captain”
Hakuna Matata is a small-group catamaran day cruise in St. Maarten with snorkeling gear, homemade meals, and captain stories from a 47-foot sailboat.
“Captain Robert and Peter were incredibly kind, punctual, and accommodating from start to finish. The food was absolutely delicious, the atmosphere was fun and relaxed, and the views were stunning. They truly made the experience unforgettable. I had an amazing time and would highly recommend booking with them!!!”
Private 47ft catamaran around St Maarten with Captain Robert: snorkeling, boat-only beaches, and homemade meals for up to 8.
“Captain Robert and Ricky provided a great experience today. Great food and fun. I even got a little sea sick and they took care of everything without making a big deal of it. Lastly Captain Robert took us clear back to our hotel today after the tour.”
Nude naturist catamaran in St Maarten with snorkeling, turtles, open bar, and gourmet lunch at Long Bay, Happy Bay, Tintamarre.
“Lovely weather great boat and the crew were super. The food was very good and nicely presented . Would recommend to anyone .”
