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    Awesome sailboat rentals in Sint Maarten.

    Average of 15 reviews in this area.
    9 listings
    MoonDance 36' Catalina
    day$700
    7 guests

    MoonDance 36' Catalina

    Private Catamaran Cruise in the beautiful Caribbean
    day$1,700
    18 guests

    Private Catamaran Cruise in the beautiful Caribbean

    Sunset Cruise Private Charter at Simpson Bay
    day$550
    32 guests

    Sunset Cruise Private Charter at Simpson Bay

    Private Charters In Simpson Bay
    day$2,400
    32 guests

    Private Charters In Simpson Bay

    Paradise Day Sail
    day$125
    30 guests

    Paradise Day Sail

    Boating Guide - Sint Maarten Sailing

    Set sail and experience Sint Maarten from the deck of a sailboat rental.

    Sint Maarten is the best place to rent a sailboat. Book a sailboat with a captain if you've never sailed before. Get out on the water and experience the beautiful scenery while enjoying the company of friends and family. From celebrating a special occasion to family vacations, Sint Maarten is the perfect sailboat rental destination.

    Using GetMyBoat to rent your next sailboat.

    Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

    Search for the perfect experience now and book your dream day out on the water.

    GetMyBoat customer reviews for Sailing in Sint Maarten.

    1. JC
      Jessica
      Crewed sail catamaran for a comfortable and fun day at sea!

      We had a group of seven and had the best time! Beautiful boat, wonderful crew and stunning views. Couldn’t have asked for a better trip!

    2. Timothy
      Timothy
      MoonDance 36' Catalina

      Garth, Ross and Shawn were totally focused on making sure. We had a great time. In one day we sailed over to Anguilla and then over to the French side of St Martin for some swimming and beach time. Moondancer sailed well and we had decent wind.

    3. Devann
      Devann
      Crewed sail catamaran for a comfortable and fun day at sea!

      Great service! They were super nice and friendly and made us feel safe. There was a hiccup with the food order but they accommodated us with make up time! The food wasn’t their issue but they still wanted us happy. 10/10. Would recommend!

    4. SG
      Stephanie
      Sailing Catamaran Trips in St Maarten and surrounding islands.

      Neil was an adept captain and this was the highlight of our experience during this trip to St Marten! Neil and Anna and Bob were very helpful and accommodating during our trip, even letting us DJ for a bit of the ride. Bob is a great chef and the food was incredible for lunch (which included barbecue ribs, roasted veggies, a seafood paella, and mahi mahi) while Anna kept our drinks full. The itinerary was well timed and kept the day moving right along. This would be a great addition to anyone’s itinerary, in particular for people looking for a more mellow and relaxing day trip.

    5. MiCole
      MiCole
      Sailing Catamaran Trips in St Maarten and surrounding islands.

      Captain Neil and his crew is nothing short but amazing! Transportation from my hotel to the boat was organized and on time! There is a mini speed boat you have to take from the dock to get to the catamaran but it is a quick ride. Upon getting on the boat we were greeted by staff. We were given the safety rules and regs and given drinks right away. You are also allowed to bro b your own beverages on board! The boat was beautiful. Better than the pics and a pretty large size. The food provided was amazing! The crew made us feel welcomed and took good care of us! An amazing way to spend by birthday with my group of 10 friends with me. There were no complaints. Next time I’m in SXM I will be using Captain Neil services!

    6. jc
      jonathan
      Sailing Catamaran Trips in St Maarten and surrounding islands.

      What a day!! By far the best experience or our trip, the 6 kids onboard under the age of 10 can’t stop talking about it. The food was exceptional and of high quality, the service was everything you expect when treating yourself. The crew was amazing with the kids. The variety of cocktails and quality of spirits was also first class. Was definitely worth it and we highly recommend it. Jon C

    GetMyBoat has 9 listings for Sailing experiences in Sint Maarten with 15 reviews.

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