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.

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.