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.

Charleston

Charleston is pastel rowhouses, cobblestone streets, the smell of pluff mud at low tide, and shrimp and grits that should be illegal everywhere else. The historic district is a working postcard, the food scene punches way above its size, and the porches are made for sitting. Spoleto Festival every spring brings world-class arts. It's small, dense, and absurdly photogenic.