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All listings in Cole Bay

Great sailboat rentals near Cole Bay, Sint Maarten.

Page 1 of 15 listings

Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten
Sailing in Cole Bay · 10 guests

Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten

5.0
$2,395day
Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull
Sailing in Simpson Bay · 10 guests

Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

5.0
$1,150day
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Sailing in Simpson Bay · 16 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

New
$1,500day
MoonDance 36' Catalina
Sailing in Simpson Bay · 6 guests

MoonDance 36' Catalina

4.7
$1,000day
Immerse yourself in paradise on Earth!
Sailing in Simpson Bay · 8 guests

Immerse yourself in paradise on Earth!

New
$1,348day

Sailing Reviews in Cole Bay

  1. CT

    Cassie

    Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

    We had a great experience with Garth and Byron! They shared lots of fun information about the island and we had a great day of snorkeling and sailing. Would definitely recommend for a group of 6-8 versus jumping on a big boat with lots of people.

  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. SE

    Sarah

    MoonDance 36' Catalina

    10/10 would recommend taking a trip with Garth & Sean. They are experts in both sailing and local snorkle spots. We had an amazing day circling St Martin/Sint Maarten and they knew fun random facts about the island. Thanks guys!

  4. Jennifer

    Jennifer

    Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten

    One of the best experiences of a lifetime! The captain and staff are always smiling, ensuring breathtaking views on the island and make amazing meals on board. Do it! You will not be disappointed

  5. SM

    Simon

    MoonDance 36' Catalina

    We had a great time,Iain and Sean were our Captain's and let us set the itenary and go where we wanted,let us "steer" as well as some of our group rigging the sails when they asked,so you can get involved as little or as much as you want to. Lots of sun bathing on tje front of the boat too. We stopped at some nice places to snorkle,with a nice lunch,beers,cokes and rum punch aplenty. We also sat right under the flight path of the aircraft landing into St Marteen. All in all a great day with a friendly crew of Iain and Sean.