SAILING WORLDWIDE
The best days on the water.
The 11 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“Scotty and Anna are fantastic hosts and provided a great experience. We will sail with them again when we return to the island! Easy walk from the cruise port.”
Luxury 5-hour catamaran from Philipsburg with snorkel gear, unlimited drinks and lunch, and Maho Beach plane viewing on The Phoenix.
“Everything about this experience was nothing but amazing. The staff was 10/10. Down to professionalism, entertainment, and caring. My friend got sea sick and Camille was super helpful and made us very comfortable. And the food was amazing and the drinks were flowing.”
Private luxury catamaran day around St. Maarten with snorkeling stops, BBQ lunch, unlimited drinks, and top-notch hosts for up to 8.
“Captain Mike and Elmira were super friendly and informative when touring the island. Kids loved the snorkeling spots picked out and all of us devoured the delicious food! Would highly recommend red baron charters.”
Sail St Maarten on a tropical catamaran with snorkeling stops, a buffet lunch, and an open bar, plus possible Maho plane spotting.
“This excursion delivered in every way. From the staff to the accommodations and the visited locations.”
Catamaran cruise from St Maarten to Anguilla’s Prickly Pear Cay, with reef snorkeling, buffet lunch, open bar, and a Mead’s Bay swim.
“It was very fun! weather was nice and the crew was very caring and fun. I would recommend this to everyone”
6-hour St Maarten catamaran with snorkeling, an open bar, and barbecue lunch. Calm-coast stops from Little Bay to Happy Bay.
“Very reliable and organized. Crew was knowledgeable, kind and friendly. A very enjoyable day. Can be wavy while traveling.”
Small-group 2-hour sunset sail on a St Maarten trimaran with drinks, snacks, and scenic passes by Maho airport and Mullet Bay.
“Absolutely perfect! Staff is very attentive and informative as well. We would do it again for sure. Lovely”
St Maarten luxury catamaran with sea-turtle snorkeling, four-course lunch, open bar, paddleboards, and scenic bays in a small group.
“We a family of 5 with 3 kids age 6 to 11. Could not have asked for a more perfect day on the water making memories and enjoying a new perspective on this beautiful island. Every one of our kids said they loved every minute and even said theRead more”
Sunset sail off St. Martin on the Lambada catamaran from Simpson Bay: music, snacks, rum punch, and great deck-and-nets views.
“Awesome experience !!! Everything worked right! Everyone on our really enjoyed it. We highly recommend !”
St. Maarten trimaran sail with Pieter and Miriam: Maho views, calm-bay snorkeling, and rum punch with lunch and snacks.
“Food and drinks, Miriam and Pieter are the best:)) met new friends:) Our stop on long baie was fun. We saw a se turtle along the way.”
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”
The sailing ports worth the trip, grouped by the sea they sit on.
