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Old 08-03-2010
Siamese Siamese is offline
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In my opinion:
Get a 25 or 26 foot boat. You'll have room for your family. Fixed keel. Forget about trailering. Get a boat with an outboard so your absolute worst case scenario engine-wise is that you have to replace a totally screwed engine with a good used one (always use fresh gas, fog your engine end of season, always use Mercury or OMC not mess around with questionable oils). Catalina, Hunter, O'Day, Irwin, etc. etc., just be sure you get a survey, even in that price range.

I've had:
Grumman Flyer 16 foot / trailer
Holder 20 / trailer
Rascal 14 / trailer
Grampian 26 / cradle (great boat...had it ten+ years...a boat like this, but newer, would serve you well)
Prindle 15 catamaran / trailer
O'Day 20 / trailer
Cal 21 / trailer
Catalina 309 / cradle
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