day one | day two | day three
The Florida Keys
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W hen you're thinking of a road trip from Miami, there's no route more iconic than the one that leads to The Florida Keys. So when you're killing time between the games this summer, hit the famous Overseas Highway, as legends like Ernest Hemingway, Tennessee Williams and Jimmy Buffet have done before you. The road, which traces the path of a former railroad built by 19th-century Florida magnate Henry Flagler, strings together five dreamy destinations, and ambitious travelers can experience a little bit of each in only three days.
Bring your flip flops, your fishing pole, your love of key lime pie and your adventurous spirit.
Bahia Honda State Park
On day three, you'll get to cross off a major bucket-list item: reaching US-1's Mile Marker 0. The southernmost town in the continental U.S. has many more thrills in store, too. Wander colorful streets lined with historic homes or hop between art galleries, bars and restaurants on vibrant Duval Street. Pick up a classic key lime pie slice at Kermit's Key Lime Shop—or try one frozen on a stick. Don't miss the famous nightly sunset celebration at Mallory Square, with performances by talented acrobats, comedians and magicians. Afterwards, the nightlife lights up, with live music spilling out onto the street from venues all around town.
The first stop on your drive south, Key Largo is the gateway to The Florida Keys and a paradise for eco-adventurers. Book a canoe or kayak rental at John Pennekamp Coral Reef State Park and explore the park's 50 miles of mangrove wilderness trails. After a few hours on the water, take a lunch break at the park's Blue Heron Cafe.
Drive 17 miles south and you'll arrive in Islamorada. The Sport Fishing Capital of the World is also home to studios and galleries in the Morada Way Arts & Cultural District. Have a browse, then unwind with some sunset cocktails at your waterfront hotel.
Head out early on day two for a guided snorkeling or diving adventure in Marathon. Sombrero Reef is the largest in the middle Keys, and home to parrotfish, angelfish, snapper, rays and sea turtles, just for starters. Refuel at a local restaurant—La Nina for casual Cuban fare or Island Fish Company for seafood and waterfront views.
The Lower Keys—the nature-rich islands before Key West—are your next stop. Take a dip at your choice of three beaches within Bahia Honda State Park, or take a walk in hopes of glimpsing tiny Key deer on Big Pine Key. Square Grouper Bar and Grill and No Name Pub are iconic spots for dinner and cold drinks.
Key Largo & Islamorada
Marathon & The Lower Keys
Key West
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