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The 20-25' trailerable cabin cruisers can be a good start, but being as you mentioned a sunfish...........A laser could be another simialer style boat too. BUT, this style will handle 2 people at best, but at least recoverable if you get knocked down easy enough, having been there done that in my teens about hull#'s 700-1000 or so at a local sailing club with lasers back int he 70's.
The Flying Scot, IIRC what it is, may be like another boat from my youth, ie teens, a Clark built C-lark. Which was ment to be a fiberglass version of an Internation 14, but a bit heavy, but Clark manufacturing turned it into a reasable one design class back in the 70's also.
I would personally think an open cockpit boat like the Flying scot, C-lark, IIRC Ranger and Catilina build 14-16' sailboats too, that you can seat 3-5 folks in for a day sail, vs 1-2 for the surfboard style boats like the sunfish and laser.
marty
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