5 Fun Summer Destination Drives Across Florida

Don’t miss these delightful destinations that are four hours or less from Orlando
Kayakers At Castillo 6 700x500

©St. Augustine, Ponte Vedra & The Beaches VCB

Embark on a summer vacation adventure through Florida’s hidden gems, each with its unique charm.

  1. Flagler Avenue in New Smyrna Beach: Spend a fun-filled day on Flagler Avenue in New Smyrna Beach. This lively strip is lined with surf shops, beach bars, and unique boutiques. Whether you’re catching waves, enjoying live music, or indulging in local cuisine, Flagler Avenue offers a vibrant beach town experience just a short drive from Orlando.
  2. Fort Myers: Escape to Fort Myers for a weekend of sun and relaxation. Bask on its pristine beaches, explore the lush gardens of the Edison and Ford Winter Estates, and savor fresh seafood at local waterfront restaurants. Fort Myers offers a perfect coastal retreat just a few hours away from Orlando.
  3. St. Augustine: Take a trip back in time with a visit to St. Augustine, the nation’s oldest city. Wander through its cobblestone streets, explore the Castillo de San Marcos, and enjoy a romantic evening at a cozy bed and breakfast. St. Augustine’s rich history and charming ambiance make it a delightful getaway.
  4. St. Petersburg: Head to St. Petersburg for a blend of culture and relaxation. Visit the world-renowned Salvador Dalí Museum, stroll through the vibrant downtown area filled with murals and unique shops, and unwind on the beautiful beaches of the Gulf Coast. St. Petersburg offers a perfect mix of art, culture, and seaside bliss.
  5. Stuart: Discover the laid-back charm of Stuart, known as the “Sailfish Capital of the World.” Enjoy a day of fishing or boating, explore the quaint downtown area with its boutiques and cafes, and relax by the scenic waterfront. Stuart provides a peaceful and picturesque escape from the hustle and bustle.
Each destination promises unforgettable experiences and a perfect blend of sun, history, and local flavor.

Flagler Avenue (in New Smyrna Beach)

DRIVING DISTANCE: One hour from Downtown Orlando

5 Fun Drives Flagler

Laszlo Photography

Running five blocks from the Atlantic Ocean on the east to the Intracoastal Waterway on the west, iconic Flagler Avenue is a true connector in New Smyrna Beach. It is named after the “Father of Modern Day Florida,” Henry Flagler, who dramatically increased the population of New Smyrna Beach after his railroad to Miami opened at the end of the 19th century. Read more.


Fort Myers

DRIVING DISTANCE: Four hour from Downtown Orlando

5 Fun Drives Fortmyers

Courtesty of Fort Myers-Islands, Beaches and Neighborhoods

Just a few hours’ drive through Florida’s historic cattle country of Lee County, you’ll find a beautiful downtown crying out for your staycation dollars. Fort Myers, named after a former fort, built by Europeans to protect their rapacious interests in the territory from the “pesky” Seminoles, serves as a gateway to Southwest Florida nowadays, with easy access to nearby Bonita Springs. Read more.


St. Augustine

DRIVING DISTANCE: One hour, 45 minutes from Downtown Orlando

5 Fun Drives St Augustine

Photo by Roberto Gonzalez

There just might be some truth to the Fountain of Youth after all. The oldest city in the U.S. celebrates its 459th birthday in 2024, and it’s never looked better. Read more.


St. Petersburg

DRIVING DISTANCE: Two hours from Downtown Orlando

5 Fun Drives St Petersburg

©Visit St. Pete/Clearwater

Central Avenue in St. Petersburg may just be Southern Florida’s funkiest street. It’s full of color, whether that be from its myriad of murals (there are 600 in St. Pete), brightly colored storefronts and exteriors, Pride displays and art collections. Read more.


Stuart

DRIVING DISTANCE: Two hours from Downtown Orlando

5 Fun Drives Stuart

©Martin County Office Of Tourism & Marketing

Named “America’s Happiest Seaside Town” by Coastal Living Magazine, Stuart charms with a historic downtown that’s just steps from the St. Lucie River, on Florida’s Treasure Coast. Read more.

Categories: Travel