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Private Sailboat Charter in St Maarten

icon 5 to 7 hours Mobile ticket Free Cancellation
Tickets from € 4,777.38

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Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is two or 30 - you will be comfortable and well cared for - the yacht is yours for the day. With pick up in Philipsburg or Simpson Bay, the choice is yours, just let us know.  Your day includes real sailing on a newly refitted 52 foot catamaran with homemade lunch and unlimited drinks from a top shelf open bar. If you are celebrating, please let us know if you want a cake from the French bakery at no extra cost. 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; offering beach time, snorkeling, paddle boarding and plenty of fun on board with the Tarzan swing! Enjoy personal attention from our certified and experienced crew.
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  • Private tour
  • Unlimited drinks (open bar)
  • Kayak
  • Lunch
  • Use of Snorkelling equipment
  • Paddle board
  • Tarzan Swing!
  • Gratuities
  • Hotel pickup and drop-off
Departure Point

26 Juancho Yrausquin Blvd, Philipsburg, Sint Maarten

Departure Point

Welfare Rd, Simpson Bay, Sint Maarten, Welfare Rd, Simpson Bay, Sint Maarten

  • Mullet Bay, Caribbean
    Here you may use the paddle board and/or kayak. Chillax with a noodle, swim to the beach....we will serve like ch on board.
    90 minutes
  • Little Bay Beach, Philipsburg, Caribbean
    In Little Bay we swing from the All Ages Tarzan Swing! We may stop in Baie Longue, Little Bay, Mullet Bay, Simpson Bay, Maho Bay to see the planes
    60 minutes
  • Maho Beach, Sint Maarten
    Pass the airport twice to see the planes take off and land
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Suitable for all physical fitness levels
  • Children must be accompanied by an adult
  • Vegetarian option is available, please advise at time of booking if required
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Travel455375
26 Apr 2025
What a fabulous day trip on a beautiful catamaran. The best part was the gracious hosts. There were just 2 of them and the worked hard to keep everyone happy. They were such lovely, tentative people.
Meander02028381859
23 Apr 2024
We booked a Private Charter in January 2024 whilst we were in St Maarten for the day on a cruise and we are SO glad that we did! On arrival we were greeted by the very lovely Anna who's boat it is, Jackie who is just wonderful and our skipper for the day. They really went out of there way to look after the whole family! Jackie was always there to make sure that we had a drink in our hand (she makes the BEST rum punch!!) and that we had everything that we needed. Anna was such a great host and the boat was perfect! She encouraged the whole family to join in with the activities such as swimming off the boat, snorkelling and the Tarzan Swing which are things some of us thought we would never do! The BBQ lunch was lovely, and they really went out of their way to help us celebrate a family birthday with birthday cakes from a bakery on the Island (which were amazing!!), music and lots of fun. If you are wondering if to book, just go for it! You won't regret it. This day will always be a special memory for the whole family and we are so glad we choose Random Wind as the whole team were so amazing!!! Thank you so much, and we look forward to seeing you when we are next in St Maarten!
NCTravelFam
14 Apr 2024
We thoroughly enjoyed this catamaran ride with lunch. Captain Scottie, Anna, and Jackie were all friendly, and experienced in handling the catamaran and the guests. Having been to St. Maarten before, the snorkeling sights are only mildly interesting to us, it was the atmosphere on the sailboat, the vibe, that made the day. The curried chicken lunch was good, we both enjoyed taking a turn on the swing and watching the other passengers go out and over. The boat ride itself was a delight, the captain making use of the chop to liven-up the afternoon. The whole excursion felt comfortable, safe, and at ease. These folks provide a superior outing, and yes we touched on nirvana
This tour in St Maarten is organized by Random Wind Charters

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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