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.

Portland

Portland Maine is lobster rolls, lighthouses (Portland Head Light is the brochure), a working waterfront where fishing boats still come in, and a food scene that has the same per-capita acclaim as the much bigger Portland Oregon. The Old Port's brick streets, breweries, and harbor views are walkable in an afternoon. Casco Bay's islands are a ferry ride away. Tiny, dense, and seriously delicious.