34 Underrated Small Towns Perfect for a Quiet Weekend Escape

31. St. Augustine, Florida: America's Ancient City & Spanish Soul

Step back over 450 years in St. Augustine, the nation's oldest continuously inhabited European-established settlement. Its Spanish colonial architecture, narrow cobblestone streets, and imposing Castillo de San Marcos fort whisper tales of conquistadors, pirates, and pioneers. Beyond its profound history, discover charming courtyards, unique boutiques, and a vibrant culinary scene influenced by centuries of cultural fusion. From the historic Aviles Street, the oldest street in the USA, to the Gilded Age splendor of Flagler College, St. Augustine offers an unparalleled journey through time, wrapped in sun-kissed Floridian charm and a palpable sense of antiquity.