SAILING WORLDWIDE
The best days on the water.
The 15 most popular st maarten sailing trips. What each sail costs, how long you are on the water, and which crews run it well.
Simpson Bay catamaran day sail with snorkeling, paddleboarding and the Tarzan swing. Lunch and top-shelf open bar included.
Most Popular“The hosts were great!! Couldn’t have asked for a better crew. The food was amazing, much better than other excursions were they serve a sandwich. This was a grilled meal on the boat with all the fixings.”
Luxury 5-hour catamaran from Philipsburg with snorkel gear, unlimited drinks and lunch, and Maho Beach plane viewing on The Phoenix.
“We Had such a great time! Gorgeous views, amazing food, and awesome crew! Hope you gave a great time!”
Private luxury catamaran day around St. Maarten with snorkeling stops, BBQ lunch, unlimited drinks, and top-notch hosts 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”
Sail St Maarten on a tropical catamaran with snorkeling stops, a buffet lunch, and an open bar, plus possible Maho plane spotting.
“Although we had rain most of the ride our crew made the best of it. The food was fabulous, the music was not too loud and the boat was a perfect size, no more than 20.”
Catamaran cruise from St Maarten to Anguilla’s Prickly Pear Cay, with reef snorkeling, buffet lunch, open bar, and a Mead’s Bay swim.
“Everything was great. It is a great all day trip. The food is really good. Snorkeling quality depends on the weather but the crew is exceptional. The stops are beautiful. The staff point out marine life and are great with kids.”
6-hour St Maarten catamaran with snorkeling, an open bar, and barbecue lunch. Calm-coast stops from Little Bay to Happy Bay.
“All you need to know is this was a fabulous day put on by the greatest crew in the Caribbean. Best day in forever !”
Small-group 2-hour sunset sail on a St Maarten trimaran with drinks, snacks, and scenic passes by Maho airport and Mullet Bay.
“Your owner operators will blow you away….. Pietar & Miriam, from P’s inflatable pick and taxi to the Cat to Miriam’s cheerful welcome and offer almost anything to drink, followed by plated appetizers of Brie, sausages & pizza bites all spRead more”
St Maarten luxury catamaran with sea-turtle snorkeling, four-course lunch, open bar, paddleboards, and scenic bays in a small group.
“Absolutely amazing! Captain Alois and Paubla were amazing. Great experience for our family girls’ trip!”
Sunset sail off St. Martin on the Lambada catamaran from Simpson Bay: music, snacks, rum punch, and great deck-and-nets views.
“We have done this sunset cruise a few times now. This time we brought my 83 year old mother and her close friend, 75. They are both in good physical form. We and they had an absolute blast. The program is very well organized, you are well taken care of from check in to the…”
St. Maarten trimaran sail with Pieter and Miriam: Maho views, calm-bay snorkeling, and rum punch with lunch and snacks.
“I booked 30 min before take off. Was so happy with the day. Relaxing small group,sun shinning just beautiful. The couple who runs it just so accommodating. They were great. Just didn't see any fish during snorkel.”
Parasailing at Orient Bay from Bikini Beach, 300 feet up over St Maarten for a smooth 15-minute flight with safety gear and photo options.
“⭐️⭐️⭐️⭐️⭐️ 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”
Private full-day catamaran sailing in St Maarten with snorkeling, SUP, turtles at Tintamarre Island, and an open bar plus BBQ lunch.
“Great experience. Louise and Tonya did an amazing job. They were very accommodating and we had a great trip.”
Private catamaran charter in St Maarten with gourmet lunch, open bar, snorkeling and paddleboarding around Tintamarre Island or St Maarten.
“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 47-foot catamaran day cruise in St Maarten with homemade meals, snorkeling gear, and small-group stops from Phillipsburg.
“The sailboat trip was relaxing and soothing, yet it was also exciting and adventurous. We stopped at two beautiful beaches and snorkeled. The crew provided all we needed for this, Mask, Snorkels, fins, and lifejackets if wanted. The creRead more”
Private St. Maarten catamaran charter on Hakuna Matata for up to 8, with snorkeling gear, homemade meals, and Captain stories.
“It was a great day with robert and rikki. both are very friendly, happy and funny. we loved the life stories of robert. it was absolutley worth it! and the bbq was delicious. thank you again for the great experience”
The sailing ports worth the trip, grouped by the sea they sit on.
