I had a big cruiser for a short while, a 1987 Honda VT700C Super Magna - restored it and sold it on.
Beautiful-looking bike with V4 engine and chromed angled quad pipes but I was surprised that it was too cramped for me and sitting in it had my knees up higher than my hips. Sadly was not as big/comfortable as I'd thought it looked...
Make sure you sit on those that you're interested in beforehand. 
I went more or less from a 250 (both road and cruiser bike) to a 750 (this Honda and a FZX750 Zeal) and both were a step up but nothing major as long as you're sensible. Certainly more fun! Heh! Heh!
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