If you're looking for quirky over quaint, you'll love Key West—especially Duval Street, which is bursting with character.
This Old Florida town between Pensacola and Tallahassee was established as a railroad stop in the 1880s.
Whether you're walking the boardwalk along the St. Lucie River, admiring antique cars at the Elliott Museum.
When you're not strolling along historic 8th Avenue or eating at waterfront hotspot Paradise Grille, take a boat tour from Merry Pier.
A short 15-minute drive from Miami, Key Biscayne is an absolute oasis.
Once named the "Most Fun Small Town in the USA" by USA Today, this small city located between Boca Raton and West Palm Beach will keep you busy.
Known for golf, water sports, and fishing, Atlantic-facing Vero Beach—two hours south of Orlando.
Swim with manatees in this central Florida town beloved by nature-seekers.
Explore the brick streets lined with art galleries and businesses in buildings from the late 1800s.
About an hour southwest of Gainesville, this small community is known for its restaurants and shops perched above the Gulf of Mexico.
South of Sarasota on the Gulf Coast, this city aptly takes a page out of Italy's book with its pink Italian Renaissance buildings, most notably along—you guessed it—Venice Avenue.
Known as the "Sport Fishing Capital of the World," this slice of paradise sits 90 minutes south of Miami in the Florida Keys.
Book a room at a country inn or bed and breakfast and spend the day antiquing in the city center.
When you're not shell-hunting, visit the historic Sanibel Lighthouse or explore the quiet island by bike.
Rivaling St. Augustine for the title of America's first European settlement Pensacola is teeming with Spanish-influenced architecture and restaurants.