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

Average of 14 reviews in this area.
1 - 18 of 41 listings
41 results

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. CH
    Caroline
    Sail Away in St Thomas with 42' Catalina Sailboat for 6 Guests

    BEST trip EVER!!! My husband and I did an overnight trip with Brad and Rosie on the Salt Water Taffy. Brad and Rosie are both experienced and cautious sailors as well as wonderful hosts. We felt safe and were very comfortable on their boat. We slept on the saloon bed which was comfortable and right next to the bathroom. Rosie is an excellent cook and bartender and kept us well-fed; We also enjoyed several of her delicious libations including painkillers and bloody Mary’s. Her homemade bagels fresh from the oven were out of this world! Brad and Rosie both have a vast knowledge of the area and showed as many sites in Saint Johns national Park. They are both very nice people and good conversationalist. We enjoyed getting to know them and felt welcome on their boat. I highly recommend them and would definitely book with them again without reservation.

  2. SH
    Samantha
    Sail Away in St Thomas with 42' Catalina Sailboat for 6 Guests

    Rosie, Brad, and Christian are awesome! The Saltwater Taffy is a beauty and really great for a day out. Our group had an excellent day of sailing, snorkeling, and hanging. Rosie makes awesome food and drinks. We definitely recommend to families or small groups of any kind. Rosie and the crew are so friendly and welcoming of whatever you want your day to look like:)

  3. FL
    Francesco
    Sail Away in St Thomas with 42' Catalina Sailboat for 6 Guests

    We had the pleasure to sail with Rosie and Brad on their sailboat, the Saltwater Taffy, for a wonderful half-day cruise around St Thomas and St John. Rosie and Brad are incredibly friendly and accomodating, on top of being extremely professional and expert. Two perfect hosts and captains. We designed the itinerary of the trip together, deciding on snorkeling and beach stops, accomodating our requests with their expert suggestions. They provided us with snorkeling gear and made sure every activity run safely. Rosie treated us to drinks and a memorable lunch (can you believe she baked bread for us? Ask her to try her famous banana bread). Cherry on top, Rosie and Brad also prepared a video of our trip, collecting pictures taken along the cruise and the map of our itinerary. It was a pleasure sailing with them, listening to their stories about their trips around the Caribbean, and just enjoying the marine breeze on the deck of their boat. Highly, highly recommended!

  4. MB
    Michael
    Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    The entire experience was amazing, the views, the crew, the beaches everything was great!

  5. AM
    Aysia
    Half Day 50' Private Sailing Catamaran. Luxury, Beach and Snorkel. Departs Margaritaville

    Loved every minute! They were on time picking up, so nice and helpful! Got us anything any everything we needed while on board. We were able to play our own music, swim, snorkel, And visited honeymoon beach. I really appreciated them letting us have our fun and showing us a good time! I would definitely book with you all next time we travel back here! Thank you!

  6. cv
    cody
    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    Jon communicated well prior to the trip. He arrived at the harbor promptly and we were sailing in no time. we had a great time. Food and drinks were awesome. Best we had on St Thomas. We sailed and snorkeled. Saw turtles and cool fish. Jon answered my hundreds of questions kindly. Generous, kind, funny, clever people. Felt like we were out on the boat with friends.