5500 Gulf Blvd., St. Pete Beach, FL 33706
More in this neighborhood: South Pinellas beaches
One of Tampa Bay's premier resorts, Tradewinds is also a good destination for locals. And here's why: Pretend you're a tourist outside the Flying Bridge cafe. The food is standard beach fare — nachos, wings, burgers, grouper sandwiches — and the drinks frozen or on the rocks (the signature Island Escape comes with a tiny umbrella, natch). But the setting is pretty sweet: On one side the sun sets beyond sand dunes covered with sea oats and sea grapes, on the other swans and paddleboats meander through a narrow canal. If you really get in the resort mood, chaise longues and hammocks beckon.