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.

Tallahassee

Tallahassee feels more like south Georgia than Florida: oak canopies, rolling hills, and red clay. It's the state capital, home to Florida State (Seminole football is a religion) and FAMU, and surrounded by some of the best springs in the country (Wakulla and Wakulla Springs State Park are 20 minutes south). The food scene leans southern with serious Cuban influence. Cooler in summer than the rest of the state.