One thing that Fantasy Fest and the Big Nude Cruise have in common: Naked people are friendly. In Key West, even on the nights when I was wearing not a.
I'm not sure exactly how to solve that one, but the resources available would be better used dealing with obnoxious and aggressive people than nude ones.
They hold fantasy fest at the end of Oct. every year. Think Mardi Gras. Lots of half (and fully) naked and very drunk people crowded on a one mile strip of Duval.