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Join Date: Sep 2005
Location: New Westminster, BC
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Given your being accustomed to performance, it seems to me you should stick to the performance side of your list.
As you are planning to be more or less shorthanded most of the time, I'd lean toward the fractional rigs on your list for ease of foresail handling, incl spinnakers (relative to the size of the boat)
The classic beauties are indeed breathtaking, but there is a definite cost in terms of maintenance time, and lapses in upkeep quickly show. Also some of those boats may frustrate you with reduced performance.
The Shock 36 (aka NY 36), the Farr and Tripp boats may fit the bill, the F3 is a nice boat too. They will satisfy performance criteria and certainly provide adequate facilities for the limited cruising you intend. The Shock has a somewhat unconventional layout that you'd probably want to take a close look at to see if it suits you. The Farr and Tripp may be a bit on the austere side.
Those on your first list are certainly worth consideration if your priorities shift in that direction. (ie comfort, appearance etc)