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Paradise Day Sail

  • Company Website

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Trip at a Glance

  • Company

    Random Wind Charters

  • Locations

    Simpson Bay, St Maarten-Saint Martin

  • Activities

    Adventure, Sailing

  • Price
    $109 USD per person
  • Duration

    5 Hours

  • Departure Day(s) and Time(s)

    10 AM

  • Starting Location

    Simpson Bay

  • Price Includes


  • Notes

    Meet at 9:45AM in front of Skipjack’s in Simpson Bay. A member of our crew will greet you & take you to the boat by dinghy. Consult your cruise/resort for transportation and travel times to Skipjacks.


  • Our 5-star trip is not just about the sailing and snorkeling. It’s a unique boating adventure - kids and adults alike will have a blast!
  • Try the Infamous Tarzan Swing!
  • Relax with a spa quality mud bath and give the stand up paddle board a go.
  • Enjoy a homemade lunch cooked in the yacht’s galley. A delicious blend of mild spices & coconut milk make this chicken & rice dish a favorite.
  • A top shelf open bar is included in this memorable tour.

Trip Info

Have a real sailing experience – with the engine off as much as possible! Swim, snorkel, eat, drink, and swing from the Tarzan swing. We have a stand up paddle board that is really fun to try, and a spa quality mud bath for you. If you’d like to fish, we can troll a fishing line when possible.

We usually stop twice: once on the French side and once on the Dutch side. We generally pass the airport twice and get to see several planes land and take off. However, please respect that we are completely dependent on the sea conditions so the Captain makes the call each day about the safest, most comfortable itinerary.


Your adventure awaits!

Random Wind Charters

Random Wind Charters is the top charter boat in St. Maarten/St. Martin. You will have the most relaxing and fun day of your vacation on the Random Wind. From Top Shelf open bar, to stand up paddle board, Spa-quality mud bath, snorkeling, chillaxing on nice cushioned seats with a cold beer or beverage. What more could you ask for? How about a trapeze swing into the beautiful Caribbean Blue?? Um yeah, we have that too!

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