• Location: Philipsburg, St Maarten
  • Duration: 5 hours (approx.)
From USD $ 108.99 View price calendar

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Cruise on the ultramarine waters off St Maarten during this 5-hour yacht excursion from Simpson Bay. Step aboard the family-friendly yacht, the 'Random Wind', to meet your friendly captain and crew as the boat departs the pier. Find a comfortable spot on one of the boat's cushioned seats in the shade or sun and get to know your small group of 22 people or less as you watch the coastline fade into the distance. Journey to both the French and Dutch sides of the island to visit several beaches and relax in the soft sand. Go snorkeling, stand up paddleboarding or try out the Tarzan swing. Eat a homemade lunch and sip drinks from the top shelf bar.


  • 5-hour St Maarten yacht sail aboard the Random Wind
  • Snorkel or try the stand-up paddle board in the Caribbean
  • Trapeze into the water on the famous Tarzan swing aboard the sailboat
  • Cruise along the coastline to beaches on the Dutch and French sides
  • Relax with a spa quality mud bath and be pampered by an expert crew
  • Small-group tour limited to 22 ensures a more personalized experience

What You Can Expect

Small-Group Day Sail in St Maarten

Set sail in St Maarten!

Customer Reviews


5 star rating: Highly Recommended May 2018

This excursion was FANTASTIC! There were 8 of us on a new catamaran that could have held 25, and the crew of Anna and Stephan were the absolute nicest hosts you could ever ask for on a trip like this. They picked us up at a port which was an 8-minute walk from the cruise port, so we didn't have to take a taxi. That saved us a bunch of money, and was a nice feature. From the 1st minute we set foot on board, they were offering drinks, including beer, rum punch, juices, water, soft drinks, etc. The lunch was excellent, and consisted of grilled chicken, coconut rice, salad, and dessert. They took us to two places, one where we did snorkeling, kayaking, paddle-boarding, and floating around in the bay. The second stop was a cove where we were able to jump off the swing and just have an incredible time anchored in some of the most beautiful blue water you'll ever see. My understanding is that their stops are dependent on the weather of the day. If you're headed to St. Maarten on a cruise ship, and you're concerned about the status of the island post-hurricane, but nevertheless looking for something fun, safe, and enjoyable to do in St. Maarten -- look no further. St. Maarten got hit very hard by the hurricane, and the damage/reconstruction was visible everywhere when we were there on May 1, 2018. This sailing trip is a fantastic way to see the island, avoid traffic, and not have to worry about finding restaurants/beaches/activities that may or may not be open. The communication out of this company was fantastic, and their tour allowed us to see the best of what St. Maarten has to offer. You will not be disappointed!!


5 star rating: Highly Recommended May 2018

The crew and ship are incredible! This was by far the highlight of our trip and I highly recommend to all travelers including those on day excursions from the cruise ships. I cannot speak enough praise for this trip and staff!


5 star rating: Highly Recommended April 2018

This was the BEST shore excursion I have ever been on. Anna and Stephen are amazing. The food was excellent drinks were abundant. The entire trip from start to finish was great. We swam snorkeled paddleboarded jumped off the ship did the tarzan swing. It was simply the BEST!

David B

5 star rating: Highly Recommended September 2017

This tour was amazing!

Jamie B

5 star rating: Highly Recommended August 2017

Captain and Crew are wonderful. Drinks abound, lunch was great and the rest of our group made the day great! We traveled around and anchored in several areas. Swimming was great and the Tarzan Swing was fun! Many of the group used the paddle board and snorkeling was great!

Charlotte C

5 star rating: Highly Recommended March 2017

Our family of five took this tour, and there were only two other couples on board, plus our lovely crew, Ana and Trevor. Having a smaller group made all the difference. Such a unique experience swinging off the boat, doing mud facials, and hanging in the bow. Delicious food and drinks. Fabulous!!!

Alejandra L

5 star rating: Highly Recommended February 2017

Looking for a Great small group sail this is it!! The crew (Trevor and Anna) where wonderful taking care of every detail making the trip very pleasent and fun.
We made two stops to swim and snorkel in spectacular beaches and gave us lunch, snacks and drinks always helpful and thoughtful.

pamela m

5 star rating: Highly Recommended August 2016

This tour was amazing!

Janice T

5 star rating: Highly Recommended August 2016

Very fun day. Crew personable and always wanting to ensure you are having a good time! Trapeze swing a blast. Would recommend this tour. Even though 20 people on board it never felt crowded as it is a 54' sailboat and very comfortable seating for everyone.

Larry S

5 star rating: Highly Recommended June 2016

Best day! Tons of fun for all ages. Trapeze swing was Big hit for our teenagers. We will do it again on our next trip!!!

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