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Endeavour 37
Sinbad, we saw a number of E37''s in the Caribbean so there doesn''t appear to be a disconnect between that choice and your cruising destination. OTOH we saw lots of other boats there, as well, and some undoubtedly sailed better when getting ''down island'' against the wind/ocean swell/current.
I''ve always thought Practical Sailor''s review of the 37 was on target; you might consider picking up a copy of it for further consideration and to help you focus on the especially pertinent issues when examing a specific boat.
Jack
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