I’ll put St. Augustine up against any other U.S. city in terms of charm. Sure, as America’s oldest city, it’s bustling with historical ambiance and attractions, but it also has a certain je ne sais quoi that adds a level of quaintness I don’t find in other cities. This ranges from the historic district lined with cobblestone streets to quaint cafes and offbeat artisan shops.
St. Augustine, located just 30 minutes south of Jacksonville, was established in 1565 by Spanish explorer Pedro Menéndez de Avilés and the Spanish influence is still prevalent throughout the city. The many historic structures – Fort Matanzas, Castillo de San Marcos, the Lightner Museum and even the Fountain of Youth – make you feel as though you’re in another era.