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
#1 Manhattan Luxury Sailboat | 5-Star Accommodations | Champagne & Catering Packages
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.
- IW
Iliana
Caribbean Vibez on a Brooklyn Sailboat
“Oh my God!”, those 3 words can summarize our trip with Johnny. It was so much fun, peaceful, and absolutely beautiful. Captain Johnny is a very nice, professional and knowledgeable Captain. He has such a naturally great vibe! I went on the trip with my husband and our two children, it was the perfect “Reset”. Captain Johnny made sure the kids were entertained, informed of any cool water sightings, provided fun facts, and kept safety a priority at the same time. I don’t usually write reviews but I felt like I needed to. It took me a week before I decided to book, I’m trying to help YOU make the right choice quicker than I did. GO sail away and have a beautiful day! You’re welcome :) Thank you Johnny, we look forward to taking another trip with you very soon!
- SG
Sheila
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
As a surprise birthday present for my husband, sailing with Captain Alberto and his most welcoming wife was a delight, for both my husband and myself! We also discovered what a good sailing teacher Captain Alberto was, and both he and his wife shared their infectious passion for sailing and their sloop. It was a beautiful sunset evening sail we will not soon forget! Thank you to you both!!!!
- JA
John
Cruise In Style On Roomy Sailboat - 36' Catalina
Jared was an amazing captain. We sailed across the channel to Catalina for 2 nights. It was the perfect experience - a combination of sea romance and reality. I wanted to learn as much as I could about sailing and Jared was happy to teach hands on. He's a very nice guy as well. He gave us our space at anchor during the day. Living on a boat can get tight at times. The harbor at Catalina was beautiful and I got plenty of opportunities to swim. It was a great experience. I hope I have the opportunity again.
- AK
Alex
Islander 36' Sailboat for Charter in Nuevo Vallarta, Nayarit
Fernando and the crew were very helpful and friendly throughout our trip! We got lots of fun facts on our ride out, saw lots of sea life from the boat and snorkeling, and loved the beach we visited! It was a seamless experience and the crew went above and beyond in terms of service. We brought our own tequila and they made great drinks for us on board throughout. The boat itself could use an update in terms of facilities and decor, but it was an amazing day on the water and everyone had such a great time! I wouldn’t hesitate it book again, this beats a large tour company any day!
- JJ
Julien
42 Sailing Monohull Tours in Sausalito
My wife and I had an amazing experience with Rick on his beautiful boat! Rick is very knowledgeable about sailing, puts you at ease and makes you feel safe onboard, has a ton of stories to share, and we loved that we got a chance to steer his boat (following his expert guidance). We will do this again without hesitation when we get the opportunity, it is worth every penny.
- AT
Anneliza
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
It was an amazing experience! We saw a beautiful sunset and the skyline was amazing! She was on time. She’s very accommodating and provided lots of information especially about safety on the boat. She also took some pictures of us and suggested the best spot or angle for picture taking. I will definitely book her again next time I’m back in Chicago.