This 450-year-old city on Florida's Gulf Coast is feeling brand-new, with a walkable downtown, great theaters, and up-and-coming neighborhoods.
Try catching a show at the Saenger Theatre (pictured at left), home to performances ranging from Broadway's Monty Python to the Pensacola Symphony Orchestra. Take the kids to a musical at the Pensacola Little Theatre. Browse the paintings at Pensacola Museum of Art in the Old City Jail building. Attend one of the many local events, such as the Pensacola Crawfish Festival in late spring, or head to the Palafox Farmer's Market on Saturdays. And, there's always the beach.