America's Best Cities for Hipsters
Danita Delimont / Alamy
No. 8 San Juan, P.R.
The balmy island city may not be the first to conjure images of skinny-jeaned hipsters, but it does have the hottest dining scene in the Caribbean, and its locals rank in the top 10 for being tech-savvy. Perhaps ironically, the trendiest scene is found in Old Town (particularly in the area south of Calle Fortaleza, known as SoFo), where you can taste how the city ranked so well for ethnic cuisine, cafés, and street food. The city also scores highly for one key element of hip living: cool flea markets.