Find awesome sailboat rentals and sailing charters for any travel destination.
1 - 18 of 8,912 listings
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
😎 Cruise In Style On Roomy Sailboat ⛵
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
Charter 55ft Irwin sailboat In Marina del Rey, California. PLEASE READ THE PRICES UNDER "READ FULL DESCRIPTION" BEFORE MAKING AN INQUIRY!
Bareboat charter sailing catamaran for parties / events in Long Beach
Charter this 37ft ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo
Beneteau First 42.7 Monohull in Kewalo Habour Honolulu, Hawaii
Fountain Pajot 40ft Cruising Catamaran rental in Cancún
Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena, Bolivar
Charter a 31' Pearson Cruising Sloop, Chicago
Enjoy the 32' Sailing Catamaran in Cancún, Quintana Roo
Islander 36' Sailboat for Charter in Nuevo Vallarta
Beautiful Sailing catamaran Lagoon 38 in Puerto Vallarta, México
42ft Sailing Trimaran Charter in Honolulu, Hawaii
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.
- JC
John
42 Sailing Monohull Tours in Sausalito
Rick was awesome from beginning to end. His yacht is in excellent condition and feels very spacious with lots of good areas to relax during the sailing. He allowed us to be as involved or not as we wished throughout the trip and we felt in very capable hands the whole time. We had an awesome Valentine's Day cruise with him and even saw a pack of Dolphins right off the side of the boat!
- mr
mychael
😎 Cruise In Style On Roomy Sailboat ⛵
Such a great time. Jared is super nice and mellow and was great with communication. Had a great few hours on the boat to catch the sunset. Felt very covid safe, and it was just super easy across the board. Will definitely be doing this again.
- RW
Rebecca
Cruising Sloop in Marina del Rey
We had excellent communication with Mark before our trip to Marina del Rey and also during. He knew my husband liked to sail in high winds so he even switched the day to accommodate us. Mark provided snacks and was an excellent captain.
- MS
Michael
Bareboat charter sailing catamaran for parties / events in Long Beach
We chartered this boat for our daughters 18th birthday party and it was amazing. The boat was nicer than the pictures show, and the captain was awesome. The boat had plenty of room for everyone and had a great area to set up the food.
- NN
Noelle
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
9 of us (4 adults and 5 kids) spent 3 amazing hours on the water. The kids could not believe how magical the day was - swimming with sea turtkles, having spinner dolphins splash around the boat, and seeing whales in the distance. And then everyone took a little nap on our way back to the marina. ... length of room for our crew in this comfortable and size able boat. Would do it again tomorrow!!!!
- MB
Maurice
Islander 36' Sailboat for Charter in Nuevo Vallarta
What a great experience! Booked through the get my boat app which made it super easy. Negotiated price & times all on the app. Once sailing day came, Hugo met us at the dock an welcomed us. He introduced us to the crew that would be taking us out for the day and bid his adieu. Captain Lee is an excellent navigator taking us towards all the marine activity. We captured dolphins, sea turtles, and whales in their natural habitat. Fernando our guide was informative and very welcoming. He made us feel at home and made sure we had everything we needed for a great day at sea. Cesar, the chef whipped up a fresh snack before offering fresh guac and shrimp ceviche for lunch. Also provided was a nice ham & cheese sandwich. The whole experience was thrilling, relaxing, and enjoyable.