Join Date: Mar 2007
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You said: "What I am interested in is sailing down to the Florida Keys, out to the Bahamas, Jamaica, Puerto Rico and back."
I was with you up to the Bahamas. But once you start making passages through the Carribean to places like Jamaica and Puerto Rico, you are no longer talking about "coastal sailing". That is big water out there.
Melrna is right, people have made similar trips with the kinds/size of boats you are looking at, but that doesn't mean you should. If you were just going down the east coast to the bahamas and back, I'd be less apprehensive. But if you're set on roaming farther afield, Melrna's short list is a good place to start. Is price more important to you than size? If so, you might also take a look at the Pacific Seacraft 25. That's a blue-water capable boat in the same price range as you seem to be in.