Find awesome sailboat rentals and sailing charters for any travel destination.
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Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Charter 55ft Irwin sailboat In Marina del Rey, California. PLEASE READ THE PRICES UNDER
Charter this 37ft ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo
Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena, Bolivar
Set sail with the best sailboat rentals and charters around the world.
Hit the open water in style on a sailboat rental or sailing charter. You can rent or charter a sailboat with or without a captain. Enjoy exploring the water by wind power. Most larger sailboats (typically 18+ feet) also use an engine for longer sailing trips. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime.
Using GetMyBoat to rent your next sailboat.
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 safety checks on each rental transaction.
Search for the perfect experience now and book your dream day out on the water.
Things to consider when booking a sailboat rental or charter.
- Sailboats range in size and carrying capacity, so check with the captain to make sure the boat you pick will meet your needs.
- If you want to learn some sailing techniques, ask about instruction or lessons while you're onboard.
- Any doubts about booking your sailing adventure? No problem! Simply message the captain and ask any questions you may have.
GetMyBoat customer reviews for Boat Rentals worldwide.
- PO
Philippe
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
We had a great time with Nicole and her husband. Very nice boat, very welcoming on board, we really enjoyed ! The only problem : it was too short 😢 we could have stayed the whole day, it was so nice and relaxing. Nicole and her husband have a great expertise of the boat and the area, and that makes you feel very confident and comfortable. Strongly recommend 😉👍😎
- JV
Jose Carlos
Charter 55ft Irwin sailboat In Marina del Rey, California. PLEASE READ THE PRICES UNDER
I totally recommend this adventure to anyone that will love to try something new like sailing in the ocean with this professional crew, it was such a fun and beautiful experience to see the ocean from a different perspective, Captain Stephen was a really great Captain, friendly and professional 🤙🏼⛵️ definitely trying this again in the summer!
- MW
Maggie
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
We had the most amazing afternoon. We were a group of ten people and the boat was huge. More than enough space for everyone! The captain and crew were wonderful and accommodating the entire ride. We went scuba diving and saw some turtles and then later they cooked hotdogs for us on the grill and blew up floaties for us to swim. We booked this rental to celebrate graduation and it was everything we could have imagined! Thank you so much!
- ST
Sherae
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
If you can book this boat, DO IT! It’s big, clean, and gorgeous. The crew is so friendly and helpful and VERY fun. My family of 11 boats often and was the best and most seamless experience we’ve had with a chartered rental. Absolutely wonderful and we want to come back to Hawaii just to book them again. (P.S. The captain is a great dancer! :) )
- KR
Kristin
Caribbean Vibez on a Brooklyn Sailboat
Johnny was absolutely amazing. I took my mother our for Mother's Day here and he was so welcoming and wonderful. He made sure to keep an eye out on weather and keep me updated. And the trip was so beautiful! Time flew by and I would recommend this trip 11/10. Stunning experience and such a wonderful person :)
- JR
Johnnie
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
Capt Alberto and his lovely wife Grace were awesome! We stayed for a short weekend in Baltimore but really wanted to see the Chesapeake from the water since we're avid lake boaters back home. Capt Alberto and Grace made us feel right at home as soon as we boarded. We set out for an evening sail and they took us around downtown Annapolis and all the way to the bay bridge and back. Capt Alberto did such a good job of teaching my wife and I all about sailing, which we're very interested in. They both are so pleasant and our conversations were very enjoyable...nothing was forced. Thank you Capt Alberto, and Grace, for such a wonderful evening aboard your boat!