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Small-Group Day Sail in St Maarten

  • 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
Small-Group Day Sail in St Maarten
From US$118.99
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
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Small-Group Day Sail in St Maarten
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.
What to Expect
Swing into the welcoming waters of the Caribbean on an exciting—and safe—Tarzan trapeze aboard the Random Wind, a 52-foot sailing catamaran. This family-friendly boat offers tons of cushioned seating areas where you can relax as you listen to your own tunes or ours on the stereo system.

Your captain and hostess will take your small group up the coastline of St Maarten and stop twice for fun in the sun. There is so much to choose from: snorkeling, kayaking, paddle boarding, beach time, noodling or chilling' on board. Enjoy a homemade Caribbean lunch cooked fresh on board while you play.

Make new friends on this unique St. Maarten sailing adventure as you relax in the sun or shade. Sip drinks from the open bar, including complimentary top shelf rum, gin, vodka and tequila as well as beer, juice and bottled water.
Write a ReviewReviews (39)

1 - 5 of 19 reviews

Reviewed 1 week ago
Just about perfection!

We went on a day sail with RW while on a cruise 2 weeks ago. There were about 26 people on the boat (I think) but it wasn't crowded at all. We met at Dock Maarten in the cheese shop and hopped on the catamaran....More

1  Thank Emily M
Reviewed 1 week ago
Highligh of our trip!

Despite some initial errors on my part in signing up for the cruise, Anna and her crew were able to accommodate us and provided a fantastic day at sea! I have been on several catamaran day cruises and I have to say, this was the...More

Thank fuzzywumpets
Reviewed 2 weeks ago
Slice of Paradise

"On July 26, 2018 a group of 19 members of our immediate family traveling in the Oasis of the Seas spent the day aboard the Random Wind on a private adventure that came to be the highlight of our cruise. The catamaran is a splendid...More

Thank Maytel B
Reviewed 4 weeks ago
Family excursion while cruising

Absolutely fantastic operation - from the boat to the crew! They keep the groups less than half the size the boat could accommodate, the drinks keep coming, super friendly crew, excellent lunch! Definitely recommend!

1  Thank jbojar
Reviewed 15 July 2018
Beautiful day on a beautiful boat!

Kristen, Stephan and Anna were fabulous hosts for our day out in Sint Maarten! The lunch was fantastic: chicken, rice, salad and some treats for dessert. The two stop were picturesque and definitely the place to be. I highly recommend this day excursion!

Thank MichelleELL
Questions & Answers
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Cathi P
3 August 2018|
AnswerShow all 3 answers
Response from jbojar | Reviewed this property |
There is a ladder off of each side of the catamaran. You dont have to jump in but it might be difficult depending on their physical limitations.
Sandy B
26 July 2018|
AnswerShow all 4 answers
Response from fuzzywumpets | Reviewed this property |
We did not go to the beach, but went past it and were able to see a plane land from the boat. Good timing, I guess.