We were not really looking to upgrade but the one in HSB caught my eye as a possible small, affordable step up (looks faster than our C27) and is in a much better location for us (assumable moorage). We're sure getting tired of the long hike out from DC any time we want to go anyplace other than up the arm.
I see your point about reefing early. I noticed that it's a fair bit taller than our current boat and a bunch more sail area. The extra 2' of draft is something that we'd need to be careful about too.
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Somewhere in the Caribbean with 3 kids in tow