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Doylestown 2014 Carolina Skiff Fun Chaser 22DS W/Trailer ...1. Online marketplaces There are several big marketplace sites where sellers can list their boats for free, making them great places to start your search for cheap or free boats: Craigslist Kijiji Facebook eBay While we've found almost all of our boats on Craigslist, we recommend casting a wide net.Song would be best to free sailboat craigslist via same sailing school a person went to, for the actual of asking some questions and just in case you get the shimmies you can always revert into the instructors for support and encouragement.craigslist. see also. ... 1980 AMF 2100 Sailboat and trailer - FREE. $0. Yonkers Live free work remote on catamaran in paradise. $20000. Miami BeachWhether you’re a seasoned sailor or just starting out, you can find a wide variety of sailboats available for free on Craigslist. 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