Join Date: Mar 2006
Location: Charleston SC
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In my oh-so-limited opinion, you take a big step up in trailering requirements in the difference between a 22 and a 25. Make sure you pay attention to what you can pull and how often you will be doing it.
Why don't you start smaller? I have a 13' and a 14', it's my first season as a real sailor. I'm learning a LOT about what I like and what I don't.