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