I would take a cup of coffee and stroll the dock on Saturday morning and just talk to people. You'll learn a lot about the "local politics" that way. You'll also learn a lot about the personality of the dock (mellow, hard party or somewhere in between).
I would do it a couple of times before buying. Another option is a lease-purchase agreement if the seller is open to the idea. It gives you a chance to try before you buy.
I did both and am glad I did. Another thing is winter storage. Is there a yard nearby where you can haul out for the winter?
95 Catalina 30 Island Time
“If a man is to be obsessed by something, I suppose a boat is as good as anything, perhaps a bit better than most" - E.B. White