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Anyone know of Caribbean resort areas where one can rent a boat for day sailing? I know there are a zillion beach dinghies for rent, but they generally don't want to you sail out of their line of sight. There's also endless bare boat charters, and crewed tourist trips. What I'm interested is none of that, but just a decent 20' to 30' sailboat I can rent for a day while my significant other cruises the jewelry shops and related things on shore.

Thanks

GJ
I'm in turks and caicos right now and just took out a Hobie cat for an hour for the first time ever. I know it's not what you have in mind. But I was just so happy to get my sailing fix today.... I was starting to get depressed.
 
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