Naples

Naples

Naples brings wealthy retirees to the Gulf coast for genuinely some of the prettiest beaches in Florida, and the sunsets at the pier are a community ritual (everyone gathers, no one talks). The downtown along Fifth Avenue is pastel and breezy. Mercato has the upscale restaurants. The Everglades' western edge starts just south of town. Affluent, sunny, and quieter than the east-coast Florida cities.

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.