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    Incredible sailboat rentals in St. Thomas, U.S. Virgin Islands.

    Average of 95 reviews in this area.
    1 - 18 of 26 listings
    Catamaran Comfortable Affordable Caribbean Adventure
    week$9,150
    6 guests

    Catamaran Comfortable Affordable Caribbean Adventure

    Captained Charter on 50' Sailing Yacht in Charlotte Amalie, USVI
    week$8,900
    4 guests

    Captained Charter on 50' Sailing Yacht in Charlotte Amalie, USVI

    Cruising Monohull Charter In Charlotte Amalie West
    person$250
    6 guests

    Cruising Monohull Charter In Charlotte Amalie West

    26 results

    Boating Guide - St. Thomas Sailing

    Rent or charter a sailboat for a memorable experience in St. Thomas.

    Are you ready for a fun adventure out on the open water onboard a sailboat in St. Thomas? Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. St. Thomas is a wonderful sailboat rental destination.

    Using GetMyBoat to book your next sailing experience.

    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 St. Thomas.

    1. KR
      Kelsey
      Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

      Jon and his team delivered the best experience of our St. John’s vacation. This is an island best seen by boat. Our kids are young (2,5,7). He customized an itinerary, snacks etc to the group. We went to one beautiful beach with turtles and a great snorkeling spot with fish. As our kids say, three thumbs up!

    2. JM
      Jasmin
      Sailing Adventure aboard our 2014 Lagoon 39 Catamaran in St. Thomas and St John USVI

      Terry and Rob were amazing they treated us with love and kindness and the food was amazing! They listen to us and what we wanted we wanted to do and curated a trip especially for us! We learned a lot and would certainly book with them again!

    3. Patrick
      Patrick
      Half Day 50' Private Sailing Catamaran. Luxury, Beach and Snorkel. Departs Red Hook

      Fantastic experience with Capt Rachel and soon to be Capt Valy. They let us decide the itinerary and we visited Caneel Bay, Christmas Cove and Pizza Pi, with some nice sailing in between. The vessel was spotless and the crew was incredibly professional. Highest recommendation.

    4. GH
      Greg
      Sailing Adventure aboard our 2014 Lagoon 39 Catamaran in St. Thomas and St John USVI

      Great boat, fantastic crew, they suggested beautiful stop and beach visits, were very friendly and accommodating. Solid value and will use them again! Thanks Terry and Robert!

    5. AN
      Andy
      Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas

      The BEST thing we have done here. Beautiful boat, great hosts, will do it again. A perfect evening.

    6. CC
      Carla
      Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

      We had a wonderful half day charter aboard the Pisces. We ranged in age from 3 to 78 and everyone had a great time. We stopped and did some snorkeling and the rum punches were delicious. This was an expensive afternoon but well worth it and very competitive for what it was. My father has some significant mobility issues but was an avid sailor, and this was a gift from their children to my parents. Lots of great family memories! Thank you!!

    GetMyBoat has 26 listings for Sailing experiences in St. Thomas with 95 reviews.

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