Treasure Island

With a name like Treasure Island, you know this is a town that doesn’t take itself too seriously – one where old salts and young folks alike will have a blast. The beach here is uncommonly wide in most parts, which means you’ll find plenty of space to spread out. Old-school mom ‘n’ pop hotels lend T.I. (as locals call it) a ton of Old Florida charm, as does Sunset Beach, a quaint neighborhood on its southern tip.