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  1. Dameon

    Beautiful Wooden Sailboat on Craigslist

    Only takes one hull failure to put the boat underwater and more or less ruin it and leave you with an expensive mess and a pissed off harbormaster. You can buy boats for that price that aren't homemade wrecks. If you keep an eye out, you can buy a 30' sloop made of fiberglass that actually fully...