ASA and PSIA Instructor
Join Date: Apr 2000
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Re: First Boat/pocket cruiser
"Trailerable" is a tough requirement, by that I assume you mean, can be launched from a trailer? If so, I suggest S2s as pretty much the only quality game in town.
S2 6.9 Sailboat "JollyMon": S2 6.9 Review
The 6.7/6.9 is a very sweet small cruiser and even the 26" 7.9 could be trailer launched.
Certified...in several regards...