[Loomis]

Too much hassle to step the mast, rig it, etc.
Plus, have you ever noticed how the 20+ foot trailer boats resemble a Clorox bottle? They don't take the wind as well as a boat that wasn't designed with trailerability as a constraint.

Sailing is a blast - spend some time, figure out if you want a boat in your driveway (or wherever). See how tolerant you are of set-up/take-down chores relative to sailing time.