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.

Des Moines

Des Moines is the Iowa State Fair every August (think butter cows, deep-fried everything, and the political circus of every presidential cycle), insurance industry stability, and a downtown that's grown into a genuinely good food and brewery scene. The East Village neighborhood is the cool kid pocket. The whole city is bikeable. Friendly, affordable, and chronically underestimated.