You have Daytona which is about 40 minutes from Orlando. Tampa takes a little over a hour. St. Pete is just north of Tampa. Ft. Myers is about 2 hours depending which way you drive. Miami is about 4 hours.
I dont know too many of the hang out spots just yet. I know we were hanging out at Monty's in Miami during the boat show. But you should be able to find places at any of these cities.