The Best Catamaran Day Sail in St Maarten
Overview
Available languages
5 hours
Mobile ticket
Sail in the Caribbean paradise of St Maarten on a casual yet upscale cruise within walking distance from the cruise ships and close to most resorts. Some days we leave from Philipsburg and other days we leave from Simpson Bay. Your day includes real sailing, homemade lunch and unlimited drinks from the open bar. Relax on a cushioned seat in the sun or shade aboard the Random Wind as you travel up the coast. This family-friendly yacht takes you away from it all; snorkeling, paddle boarding and plenty of fun on board with the TARZAN SWING! Enjoy personal attention on this small-group tour, limited to 30 people.
Additional Info
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Minimum age to consume alcohol is 18 years.
Within walking distance of your ship.
Parking available
Travelife Sustainability Partner
IMPORTANT! PLEASE IGNORE WHAT THE VIATOR TICKET SAYS REGARDING MEETING PLACE AND WATCH FOR THE EMAIL FROM DIANE - ALSO CHECK JUNK MAIL. WE determine the meeting point and will send it to you the week before via the email you give. You must check your email
In case you didn’t get that, we determine the meeting place and will let you know via email. Please check your email including junk mail for the meeting instructions. Thank you. Diane.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Mullet Bay
We usually stop twice during the day both; stops are in the Caribbean Sea. We don’t go into the Atlantic Ocean. At the first we snorkel, paddle board, kayak, swim to the beach, hang with noodles.....and have lunch. We shop each morning. Marinated chicken skewers, captain grilled, green salad, baguette, lovely Caribbean rice. Would you like a rum punch with that? At the second stop we swing from the Tarzan swing. Those between 2 and 89 have enjoyed this easy, safe and super fun trapeze-type swing. The bar is always open and included and if you are hungry after swinging - or laughing - have a snack!
Little Bay
This could be the first stop or it could be the second stop depending on the day and the conditions of the sea.
What‘s Included
Unlimited drinks (top shelf open bar)
Snacks
Lunch
Tarzan Swing
Use of snorkel equipment and life jackets
Stand-up paddle board
Gratuities
Options
The Best Catamaran Day Sail in St Maarten
Reviews
1,696 reviews
Total reviews and rating from Viator & Tripadvisor
Lovely experience
Stephanie G,Apr 23, 2026
- Review from Viator
5.005 hours, good size catamaran. Made 2 stops for snorkeling/water activities. Crew was great. Loved “queenie” their captain dog. Plenty of space to relax alone, not crowded. Offered a good lunch with fresh grilled chicken, assortment of drinks. Would definitely sail with them again
Perfect day on the water
farriswheelz,Apr 22, 2026
- Review from Tripadvisor
5.00Had an absolutely lovely day aboard Random Wind during our girls getaway. Thank you Anna, Ash and Captain Scott for the experience and fellowship. The water was beautiful, boat was clean and comfortable and the drinks were sweet.
A Must!!
O4398BOamandal,Apr 22, 2026
- Review from Tripadvisor
5.00Spent an incredible day on the water with Random Winds in St. Maarten with David, Mel and Olga, and it was easily one of the highlights of our trip. The catamaran was spacious, and perfectly set up for both relaxing and enjoying the views. The crew struck that perfect balance of being attentive without hovering—always making sure we had what we needed while still giving us space to unwind. The itinerary was fantastic, with stunning stops and crystal-clear water that didn’t even look real. Snorkeling in Little Bay was a standout. Food and drinks were plentiful and surprisingly high quality for a day excursion—definitely not your typical “boat food.” What really made the experience special, though, was the vibe. It felt fun and easy from start to finish, never rushed. Whether you’re celebrating something special or just want a memorable day on the water, Random Winds absolutely delivers. Would book again in a heartbeat.
Great experience
JesusO187,Apr 19, 2026
- Review from Tripadvisor
5.00This was a grear experience. The staff was friendly and made us feel like at home. We recommend this for allweeken
Good but not great
Mark L,Apr 17, 2026
- Review from Viator
4.00This was a fun experience The crew was very good and the itinerary was decent but for the price it could have been better. I took a similar experience with another provider that was 3 hours longer, had better food, and didn't involve delays waiting for everybody to get on the boat. While this one focused a little more on partying having a full bar The other one had plenty to drink and plenty more island experiences. The other one also had a full meal at a restaurant with multiple choices versus just one choice and one tiny skewer of chicken. I don't regret going on this tour but the value proposition is not the same. The crew was really good I really enjoyed them and I don't think it's their fault that the experience falls a little flat.
Best way to spend rhe day!!
Shannon S,Apr 16, 2026
- Review from Tripadvisor
5.005 star!!!! Amazing crew Mel, David and Olga!! Great day with the crew and meeting people from places! Other Mmmm
Best Day Ever
rjensvold,Apr 13, 2026
- Review from Tripadvisor
5.00This was the best day of our trip, without a doubt. This was our second time booking with Random Wind and we will definitely book again next time we visit St. Martin. Anna, Scotty and Mel did an amazing job, my family had a great time.
Fantastic Caribbean Memories on Beautiful Boat!
Never Home48,Apr 13, 2026
- Review from Tripadvisor
5.00What an amazing day! The staff (Mel, Anna, and Scotty) took amazing care of us! Don't forget the star, Queenie (the dog). Beautiful boat. Amazing life-changing experiences. Fantastic memories. Loved the lunch and tarzan swing!! Family friendly! Cannot thank them enough (from our party of 20)!
Favorite day of my vacation.
Z8411MVtimothyh,Apr 12, 2026
- Review from Tripadvisor
5.00Super fun. We went from a cruise ship. Was the highlight of the trip. A can't miss experience. You could swim, snorkle, jump of the railing or the famous Tarzan swing. They feed you and give you rum punch, beer, or water. Could not have been more pleased.
Incredible day in St Maarten
sarahpM1539OQ,Apr 12, 2026
- Review from Tripadvisor
5.00Incredible experience with Anna, Scottie, Mel and Queenie! We thoroughly enjoyed their warm welcome, and all agreed it was the highlight of our trip. We felt truly taken care of from start to finish. Lunch was delicious as well. Anna even encouraged me to try the Tarzan swing, despite being quite nervous. My family would highly recommend this tour!
From US$145.00
Want a private experience? Upgrade to a private tour
Related Experiences
Operated by Random Wind Charters