San Jose

San Jose

San Jose is Silicon Valley's anchor city, much bigger than San Francisco by population, and culturally underrated because everyone drives through it on the way somewhere else. The Vietnamese food scene (especially in Little Saigon) is one of the best in the country. The weather is impossibly mild, the Santa Cruz Mountains rise to the west, and the tech money funds a genuinely excellent restaurant scene.

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.