San Francisco

San Francisco

San Francisco is hills, fog, Mission burritos the size of forearms, and pastel Victorians stacked like dominoes. Karl the Fog has his own Instagram, the cable cars are still mechanically pulled by cables running under the street, and the Pacific shows up at the end of every west-bound avenue. The food is wildly good, the views are theatrical, and yes, you'll get cardio just walking to the corner store.

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.