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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
24 boats to rent
Saint Clair Shores, Michigan
13 boats to rent
Mississauga, Ontario
78 boats to rent
Etobicoke, Toronto
10 boats to rent
Toronto, Ontario
69 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
30 boats to rent
Washington, District of Columbia
120 boats to rent
Potomac River, United States
165 boats to rent
Chicago, Illinois
281 boats to rent
Baltimore, Maryland
52 boats to rent
Oxon Hill, Maryland
7 boats to rent
Lake Anna, Virginia
8 boats to rent
Recent Reviews in Cleveland
EB
Emily
38-ft Hunter 376 Sailing Adventure in Annapolis
A wonderful experience start to finish! Alberto and his wife were so wonderful; we had a great time learning some sailing basics, enjoying the day on the water, and chatting about life. We hope we get to do another trip with them soon.
Ashley
Private Sailing Charters Aboard a 40ft Trimaran – Explore PEC by Wind
We had an absolutely incredible time on our catamaran charter with Captain David! He truly went above and beyond to make our birthday celebration memorable. The highlight of the trip was when he sang each of us a unique, personalized happy birthday song, it was such a thoughtful and fun touch that we will never forget. If you want a captain who is professional, attentive, and knows how to make an experience truly special, book with Captain David. Highly recommended!
TB
Tracy
AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch
Captain Steve was exceptional! He was attentive, accommodating, genuine, and thoughtful, always checking in to make sure we were comfortable and enjoying ourselves. He made the charter feel effortless and personalized. We had an incredible time and are already looking forward to our next charter!
Rudolf
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Charles and his wife are amazing people who went above and beyond to offer us an amazing sailing experience all while teaching us about the various aspects of boating life. Book them for your next adventure, you won’t be disappointed.
SL
Saskia
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and his wife provided a lovely sailing experience for myself and my elderly parents, and were so kind to help both of my parents on and off the boat with great care-- even assisting them to get back to our car. We really enjoyed our time out on the bay
AB
Alex
AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch
Steve was an amazing host. His itinerary was punctual and we could tell he spent the time researching just how to make our experience just what we were looking for. Steve was a great captain and the boat is perfect for a few hours out on the bay. Can’t wait to ride with Steve the next time we come to Annapolis
Top Sailboat Rental Locations in the United States
Los Angeles, California
346 boats to rent
San Francisco, California
84 boats to rent
Oakland, California
53 boats to rent
Marina del Rey, California
123 boats to rent
Miami, Florida
972 boats to rent
Honolulu, Hawaii
39 boats to rent
San Diego, California
107 boats to rent
New York, New York
85 boats to rent
Chicago, Illinois
281 boats to rent
Annapolis, Maryland
55 boats to rent
Hitchcock, Texas
54 boats to rent
Texas City, Texas
44 boats to rent
Clear Lake Shores, Texas
41 boats to rent
Charleston, South Carolina
131 boats to rent
Houston, Texas
55 boats to rent
Kemah, Texas
44 boats to rent
Baltimore, Maryland
52 boats to rent
Tampa, Florida
375 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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