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Join Date: Sep 2005
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For that price there would be several 22-25 footers available that might fit the bill.. Being used to J 22s you may prefer some livelier performance boats, so that may be a factor, along with the generally shallow draft requirement for the Chesapeake (though in that size range it's probably not an issue)
Catalina 22/25, Ranger 23, Santana 20/525,... Pearson, O'Day, C&C, and many others all made boats in that range at some point. It's going to come down to how new you can get for your money, how much 'room' you need for overnighting, etc.
Go to Yachtworld.com and enter your search parameters for price, size and area, leaving 'brand' blank and see what comes up. You can 'window shop' and get an idea of what appeals to you. If you do a local search then what you see won't be too hard to get to so you can see the real deal.
1984 Fast/Nicholson 345 "FastForward"
".. there is much you could do at sea with common sense.. and very little you could do without it.."
Capt G E Ericson (from "The Cruel Sea" by Nicholas Monsarrat)