Find great sailboat rentals for any destination.

232 reviews worldwide.
1 - 18 of 254 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. MM
    NYC Luxury Sailing to the Statue of Liberty

    Our 3 boys (13, 13 and 15) had a blast and there wasn't an iPhone in sight! Martin, and his Skipper Gino were both professional with a keen eye for safety. We all enjoyed and have promised the boys that we will be booking again...specifically with Martin and Gino! Thank you

  2. CD
    Curated Sailing Experience from the Golden Gate Bridge/Fort Baker

    Capt. Zorah made our trip an absolute blast! She not only makes you feel incredibly safe in choppy waters, but she's willing to teach you all that you want to know about the boat/bay. She made sure we had the best time possible and her communication was great. I can't recommend sailing with her enough. If you're in between her and another option and she may be a tad more expensive she's 100000% worth the extra bit. You will have a fantastic time!

  3. ES
    Book the 46' Oyster Center Cockpit Ketch Rigged Vessel in St. Thomas, Virgin Islands

    Shana and Nicolas's boat was absolutely wonderful. They are super hospitable host, getting the information from us on what we wanted to see they were able to make this an amazing memory for my wife and I on our honeymoon! The food was absolutely amazing and completely accommodating to a dairy-free diet. Great conversation and a wonderful excursion!

  4. ST
    Classic Beneteau First 43 Foot Monohull! Sail Away in Paradise! Kewalo Basin Honolulu!

    We had a wonderful time with some lovely folks! The boat was perfect for me and my partner, but we could have easily fit more folks. We went for a sunset cruise and saw some amazing views.

  5. DM
    Classic Beneteau First 43 Foot Monohull! Sail Away in Paradise! Kewalo Basin Honolulu!

    The captain and crew were fabulous and helped great an unforgettable day for my group of six. The boat is a beauty and they took us right where we needed to check off our bucket list item of swimming with sea turtles. Best day ever!

  6. SL
    NYC Luxury Sailing to the Statue of Liberty

    Wow where to start....five stars isn't enough this was such a beautiful experience. Captain Martin and his assistant Gino was awesome great hospitality, clean, and professional. I booked with Captain Martin to surprise my husband for his birthday and he loved it.