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The Best Sailboat Rentals Near Cleveland
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Cleveland
Top Sailboat Rental Locations Near Cleveland
Detroit, Michigan
27 boats to rent
Saint Clair Shores, Michigan
16 boats to rent
Hamilton, Ontario
8 boats to rent
Oakville, Ontario
7 boats to rent
Mississauga, Ontario
76 boats to rent
Etobicoke, Toronto
12 boats to rent
Toronto, Ontario
65 boats to rent
Lake Simcoe, Ontario
13 boats to rent
Holland, Michigan
9 boats to rent
Muskoka Lakes, Ontario
9 boats to rent
Huntsville, Ontario
7 boats to rent
Torch Lake, Michigan
21 boats to rent
Erie Canal, New York
9 boats to rent
Arlington, Virginia
31 boats to rent
Washington, District of Columbia
120 boats to rent
Potomac River, United States
165 boats to rent
Chicago, Illinois
287 boats to rent
Baltimore, Maryland
50 boats to rent
Recent Reviews in Cleveland
LF
Linda
Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch
Stephen was wonderful! A few days before our sailing trip, the weather forecast looked questionable, but he stayed in touch the entire time, offering to start earlier or even reschedule for a different day if needed. He was incredibly flexible and genuinely wanted to make sure we had the best possible experience. Thanks to his communication and commitment, we had a fantastic trip. I highly recommend sailing with Stephen!
Kim
Sail in downtown Toronto
Dominic was incredible! He was so chill and so kind with our family. It was a perfect day out sailing on the water. He taught us so much, shared stories, local history and was genuinely so sweet with our family, taking pictures and showing us points of interest! A PERFECT EXPERIENCE AND A PERFECT DAY!
CP
Colleen
Sail in downtown Toronto
We had a fabulous afternoon sailing with Captain Dom. He was very welcoming, friendly and knowledgeable. We immediately felt safe and comfortable sailing with him. The boat was clean and very comfortable and the vibe was relaxing and chill. We enjoyed being out on the lake with the great views of the skyline. It’s a great way to unwind and spend some quality time with some family or friends. I would definitely recommend this experience and I will be booking again to sail with Captain Dom.
EC
Ehsan
Sail in downtown Toronto
We had a great night with Dom. He was very friendly, kind, and easy to talk to, and made the whole experience enjoyable from start to finish. He also took so many great photos of us, and we’ll always have those memories. We had an amazing time and would definitely recommend this tour to anyone. Thanks again, Dom!
RM
Richard
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt. Alberto and his wife were awesome hosts! They were totally flexible about our schedule and it was great to hear about his prior sailing experiences. It was great to be with such an experienced host! We will definitely book with them in the future!!
MK
Michael
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt Alberto is great. Very knowledgeable and very pleasant. He lets you participate in manning the boat as much as you want and is especially good and introducing new sailors to the glorious activity. Highly recommend!
Top Sailboat Rental Locations in the United States
Los Angeles, California
355 boats to rent
San Francisco, California
82 boats to rent
Oakland, California
47 boats to rent
Marina del Rey, California
124 boats to rent
Honolulu, Hawaii
42 boats to rent
Miami, Florida
786 boats to rent
San Diego, California
105 boats to rent
New York, New York
81 boats to rent
Annapolis, Maryland
52 boats to rent
Hitchcock, Texas
54 boats to rent
Texas City, Texas
44 boats to rent
Chicago, Illinois
287 boats to rent
Houston, Texas
53 boats to rent
Kemah, Texas
44 boats to rent
Clear Lake Shores, Texas
41 boats to rent
Charleston, South Carolina
126 boats to rent
Baltimore, Maryland
50 boats to rent
Tampa, Florida
384 boats to rent
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Real reviews from happy Getmyboaters.
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