Find awesome sailboat rentals and sailing charters for any travel destination.
1 - 18 of 11,888 listings
Sailing Charters On 36ft "Breath of an Angel" Cruising Monohull In Oceanside, California
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.
- KO
Kristina
Charters 55ft Irwin sailboat In Marina del Rey, California
We had such an amazing day! The boat was extremely roomy, had plenty if seating area below and above. Captain Rick was sailing with us. He was informative and also very laid back and friendly. Would definitely book this boat again in yhe future.
- MV
Marcus
Charter this 37ft ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo
What an amazing experience, we had a perfect boating day and the Boat and Crew were Great! They created a custom experience and one that was unforgettable. Thank You So Much!
- BS
Boris
Cruising Monohull rental in Marina del Rey
We had the most beautiful experience sailing with Mark. It was a family trip (3 generations!) and will be forever remembered. I can absolutely recommend!
- ro
ray
Charter this 37ft ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo
Crew was fantastic! This was the highlight of Cancun. The crew went out of their way to accommodate everyone’s needs on board. Highly recommend 5 star experience worth the big tip.
- JD
Jeannie
Charters 55ft Irwin sailboat In Marina del Rey, California
Highly recommend this charter! Gustavo was great at communicating from the start, makes planning and booking super easy. And Captain Stephen was amazing! So much fun and made our day so special!
- md
megan
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
Capt Alberto and his wife, Grace, were amazing! We were running a bit late waiting on the rest of our guests and they accommodated us time wise by adding time to our excursion at the end. Alberto allowed my boyfriend to sail the whole time and he was thrilled. We will definitely be back!