Havana, FL: Florida's Friendliest Small Town with Artful Soul Havana, Florida is a historic gem nestled just 14 miles north of Tallahassee in Gadsden County. It has a vibrant downtown full of art, antiques, and Old Florida charm. They are known for hosting community events throughout the year that are also popular destinations for Tallahassee residents. The community is warm, authentic, and laid-back, and thrives as a stop on the Florida Antiquers’ Trail