Miami

Miami

Miami is Spanish before it's English, salsa before it's small talk, and a cortadito before it's a coffee. South Beach Art Deco glows pink at night, Wynwood is a city-sized mural, and the Cuban sandwiches in Little Havana could end fights. Summer is bath-warm ocean and ceiling fans turned up high, and October feels like everywhere else's perfect August. Bring linen.

Pensacola

Pensacola is the Blue Angels' home base (you can watch their practices for free at the National Naval Aviation Museum), with sugar-white sand beaches on the Gulf and a charming historic district that goes back to the Spanish. It's the western-most Florida city, closer to New Orleans than to Miami in feel. Affordable, sunny, and serious about seafood.