What makes a good family cruiser boat?
I would recommend taking ghostsailors suggestion (boat show), but take it to the next level. Charter a couple different kinds of boats. Use the charter as both a vacation and an evaluation. A week long charter is not going to provide adequate evaluation in terms of time or use that a potential live-aboard/world cruiser might require. But for the use you''ve described it may be just the ticket to give some more realistic use-case experience than a boat show or test sail scenario.