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 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 NO MATTER WHAT THE TICKET SAYS - The meeting place will be emailed
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
Pickup included
Reviews
1,626 reviews
Total reviews and rating from Viator & Tripadvisor
Great trip with a friendly crew
jennifermN5501FE,,Feb 13, 2026
- Review from Tripadvisor
5.00Large, comfortable boat with an excellent crew. My husband and I felt safe and well-cared for the entire trip. Anna, Scotty and Amy were all competent, warm and friendly, and went out of their way to make sure everyone was fed, beverage-d and having fun. I’ve been on many catamaran tours in several countries and this was the nicest one by far.
Highly recommend experience
X982YZjoycev,,Feb 11, 2026
- Review from Tripadvisor
5.00Anna ,Amy,and Scotty went out of their way to make our trip awesome. It was my daughter's 30the birthday and they made ir so enjoyable
Great Experience, Worthwhile addition to any type of trip.
Luke T,,Feb 9, 2026
- Review from Viator
5.00The people, service, food, drinks, dog are all awesome. They go above and beyond to make sure everyone has a great experience.
Wonderful experience for girls’ trip
JamieLynn B,,Feb 8, 2026
- Review from Viator
5.00We had an amazing time! Girls trip and we picked the day trip for our excursion. We had the best time. The crew was fantastic, so helpful and friendly. Food was delicious. Would definitely recommend, 15/10!!!!
Sailing with Anna and the crew
Dan W,,Feb 8, 2026
- Review from Viator
5.00Wonderful day sailing with this crew Anna was very fun, professional, and accommodating. The crew were overall great to spend the day with. Amy keeps food and drinks going while Dave manned the helm. Overall a great way to see the island and spend the day. We felt like family for a day :)
Great Way to Spend the Day on St. Maarten
Jim S,,Feb 8, 2026
- Review from Viator
5.00Wonderful experience all day with an exceptionally capable crew. Top notch in every category. Great food and drink.
What a fun day sailing!
gregcK2042VJ,,Feb 7, 2026
- Review from Tripadvisor
5.00This might have been our favorite shore excursion of our entire cruise. The crew was continuously looking to make sure everyone was enjoying themselves. And the lunch that they served us was amazing. Such a fun day!
Random Winds Tarzan Catamaran
Margot B,,Feb 7, 2026
- Review from Viator
5.00Awesome day on the water. Staff was amazing and VERY attentive. Never without a beverage in hand, alcoholic or non-alcoholic. Lunch was nice Tarzan swing a hit!
Amazing day on the catamaran!!
Sandra S,,Feb 6, 2026
- Review from Viator
5.00It was an amazing fun day! Great service, very friendly, and good lunch. We swam, snorkeled and had a great time. Would highly recommend!
Fun Day on Water
sharsx,,Feb 3, 2026
- Review from Tripadvisor
5.00This is the second time we did the trip on Random winds. It was just as enjoyable as the first time. Pick up usually at Bobby’s Marina in Philipsburg. We had about 20 people onboard and had plenty of room. First stop is mostly for a swim then lunch. Second stop snorkeling, paddle board and the Tarzan swing. Lunch is great for being made on a boat. They have a full bar and will make specific drinks for you. We have a version of a rum punch we like and the staff made it for us. Plenty of beer too. Since the boat stays between Philipsburg and Simpson Bay you typically don’t encounter rough seas.
From US$145.00
Want a private experience? Upgrade to a private tour
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Operated by Random Wind Charters