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.

Tampa

Tampa is the Cuban sandwich's other home (yes, there's a rivalry with Miami), with Ybor City's brick streets, rooster gangs, and cigar shops giving the city a flavor all its own. Bayshore Boulevard claims one of the longest continuous sidewalks in the country, perfect for sunset jogs. The beaches are a short drive west, the Lightning play hockey in the swamp, and the winters feel like other cities' best Aprils.