I lived in Florida for over 20 years.

I split time between Jacksonville, Orlando, Fort Lauderdale, and Tallahassee. Each region of the state is different and unique, based on the demographics of the people that migrated there.

The jort wearing Gator fans are typically located north of Orlando and east of Tampa.

I'd look at Siesta Key or something else on the Gulf side. While I love Fort Lauderdale, the area is crowded and full of New York transplants.

If you really want to go wild, look at Key West. Island life isn't for everyone, but damn do I love Key West.