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.

Philadelphia

Philadelphia is cheesesteaks (the Pat's vs. Geno's argument is mostly theater), the Italian Market, and the Liberty Bell sitting modestly in a glass pavilion. Murals are everywhere (the city runs the largest public art program in the country). The Eagles fans climbing light poles is folklore for a reason. The food scene punches way above its weight and the bar scene knows it.