Florida Keys’ Overseas Highway Driving Tour

Key Largo

Begin your journey at Mile Marker 106 and discover the gateway to the Florida Keys, where coral reefs, mangroves, and island history set the stage for the drive ahead.

John Pennekamp Coral Reef State Park

Stop at America’s first undersea park for snorkeling, diving, glass-bottom boat trips, or a visit to the park’s aquarium and visitor center.

Islamorada

Enter the “Sport Fishing Capital of the World,” a village spread across six keys and filled with marinas, museums, beaches, shops, and legendary fishing history.

Robbie’s of Islamorada

Feed giant tarpon from the dock as they leap from the water to grab bait right from your hand. The tour calls it one of the most famous stops in the Keys.

1935 Hurricane Monument

Hear the heartbreaking story of the Category 5 hurricane that killed hundreds, including World War I veterans living in work camps, and destroyed Flagler’s Overseas Railroad.

Marathon

Explore the heart of the Middle Keys, with options including Sombrero Beach, Crane Point, the Turtle Hospital, and local attractions.

Seven Mile Bridge

Drive nearly seven miles across open ocean with turquoise water stretching in every direction. The old Flagler railroad bridge still runs beside the modern highway, making this one of the defining experiences of the Miami to Key West drive.

Pigeon Key

Look down toward the tiny island that once housed hundreds of workers building Henry Flagler’s railroad across the sea.

Bahia Honda State Park

Stop at one of the most beautiful beaches in the Florida Keys for swimming, snorkeling, kayaking, and views of the old Bahia Honda rail bridge.

Big Pine Key

Watch for endangered Key deer, the smallest deer in North America, as you travel through the Lower Keys.

Jimmy Buffett’s Florida Keys

Hear how a broke young musician arrived in the Keys with a guitar and eventually created the tropical sound and lifestyle that became synonymous with Key West.

Mallory Square

Experience one of Key West’s most famous traditions: the nightly Sunset Celebration with musicians, jugglers, performers, and crowds applauding as the sun disappears over the Gulf.

Hemingway Home

Visit the Key West home where Ernest Hemingway completed a significant portion of his work and meet the famous six-toed cats that still roam the property.