The 10 Oldest Cities in Florida
10. Gainesville Established in 1854: The Second Best Old City to Visit Today
9. Ocala Established in 1849
8. Marianna Established in 1828: The Most Underrated Old City in Florida
7. Tallahassee Established in 1824
6. Tampa Established in 1824
5. Jacksonville Established in 1822
4. Key West Established in 1822: The Third Best Old City to Visit in Florida
3. Lake City Established in 1821
2. Pensacola Established in 1698: The Best Old City to Visit in Florida Today
1. St. Augustine Established in 1565: The Oldest City in Florida