Which city, founded in 1565, could rightfully be called the oldest existing city in the U.S.?

While many people think of Jamestown or Plymouth as the first American cities, this Florida city predates them by several decades. Established in 1565 by Spanish admiral Pedro Menéndez de Avilés, it holds the title of the oldest continuously inhabited European-established settlement in the contiguous United States. This was 42 years before the English colonized Jamestown and 55 years before the Pilgrims landed at Plymouth Rock.

The city's origins are tied to Spain's efforts to expand its empire and protect its interests in the New World. King Philip II of Spain sent Menéndez to establish a permanent settlement and defend Spanish claims against other European powers. Menéndez landed on September 8, 1565, and named the settlement San Agustín because his ships first sighted the land on August 28, the feast day of St. Augustine. The city served as a crucial military outpost and a center for Catholic missionary work.

For over 200 years, this city was the capital of Spanish Florida. Its strategic location was vital for defending Spanish treasure fleets. The city's early history was marked by conflict, including attacks from rival European powers and pirates. Despite these challenges, the settlement endured, and its Spanish colonial heritage is still visible today in its narrow streets and historic architecture.