Find great sailboat rentals for any destination.

173 reviews worldwide.
1 - 18 of 246 listings

Time to set sail in the most beautiful locations in the world.

Rent or charter a sailboat for your next water experience. Whether you're looking for a small sailing vessel, a prestigious "tall ship," a sailing catamaran, or a monohull sailing boat, you're sure to find the perfect sailing vessel for your desired experience. Boats are offered with or without a captain for your convenience.

Using GetMyBoat to rent your next sailboat.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to search quickly, 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 safety checks on each rental transaction.

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

Things to consider for your sailboat rental.

  • If you're new to sailing, consider booking a sailing lesson if you'd like to learn. Otherwise, you can book a chartered sailboat trip and sit and back and relax while an experienced captain handles the details.
  • There is a wide variety of sailboats available for rent. From small daysailers perfect for quick day trips to large sailing catamarans. Check with the owner regarding boat capacity.
  • Be sure to consider your plans for onboard food and beverages. Inquire with the owner regarding onboard amenities you may require.

GetMyBoat customer reviews for Boat Rentals worldwide.

  1. vs
    vlad
    Book the 46' Oyster Center Cockpit Ketch Rigged Vessel in St. Thomas, Virgin Islands

    Shana and Nick (captain) were great!!.. everything was smooth from the pick up to the all day on the boat taking us around great snorkeling spots around St John and a few private beaches. Drinks and food was also a very nice touch. Overall a great sailing experience! Thanks!

  2. CM
    Carolina
    Book the 46' Oyster Center Cockpit Ketch Rigged Vessel in St. Thomas, Virgin Islands

    Shannon and Nicholas were AMAZING. We had the best experience we could have asked for. The drinks were bottomless and the food was top quality. Absolutely recommend it 10/10 . We were a party of 6, hard to handle, and they made it sooo comfortable and easy!

  3. AK
    Andrew
    Classic Beneteau First 42.7 for Charter! Sail Away in Paradise! Honolulu!

    Expert crew, captain, and vessel. Captain Rob, First Mate Carm, and Kenny were awesome hosts and our trip was great! Sailing out toward Diamond Head and snorkeling by the reef made for a great afternoon along Waikiki.

  4. MN
    Michelle
    38’ Sailboat Rental in Miami Beach, Florida

    Every part of the process for reserving was simple & easy. Captain Alexei is responsive and answered all my questions. - he even communicated with my caterer to ensure everything was done properly for a seamless experience. He and Mia were fun, informative and provided a fabulous experience while we were on board. We particularly enjoyed the hammock/swimming during our stop for lunch. His top priority is the comfort of his guests. Mia was lovely and did everything possible to ensure we had a relaxing day. You can’t go wrong with Captain Alexei!

  5. LT
    Lauren
    Classic Beneteau First 42.7 for Charter! Sail Away in Paradise! Honolulu!

    Awesome experience! Loved how down yo earth and informative the captain was. So kind and helpful! I definitely recommend doing a sunset cruise for the pictures, it gets breezy so I’d also recommend wearing comfy clothing or bringing a small jacket or hoodie!

  6. CS
    Carmel
    Classic Beneteau First 42.7 for Charter! Sail Away in Paradise! Honolulu!

    What a special day! Nolan and Agon took us out on an excellent adventure! The kids had the time of their lives snorkeling and jumping off the boat. Highly recommend for a more personal experience! Both guys were respectful of COVID rules also and wore their masks for the duration of trip!