San Luis Obispo

San Luis Obispo

San Luis Obispo (SLO to locals) sits halfway between LA and San Francisco on the central coast, with Cal Poly students, gorgeous wine country (Edna Valley and Paso Robles nearby), and a Thursday night farmers market that takes over downtown. It's been called the happiest city in America (multiple studies, Oprah included), and the vibe really does back that up. Bubblegum Alley is exactly what it sounds like. Mellow and beautiful.

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.