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Old 06-23-2008
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JimsCAL JimsCAL is offline
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Since cruising accomodations don't seem to be priority but light air performance is, I would look at racers or racer/cruisers from that era. Boats like C&Cs, J-Boats, etc. Since you are on the Great Lakes, I would take a look at the Tartan 10. Plenty available in your area, still actively raced, and you should be able to find a really nice one for less than your budget.
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