Long Weekend

The Overseas Highway

3 days · ~210 miles · from Miami

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Start
Miami
Days
3
Distance
~210 miles
Length
Long Weekend
Themes
🏞️ Outdoors · 🍽️ Food · 🏛️ History

US 1 to the end of the road: forty-two bridges over turquoise water to Key West, with a hurricane monument, a rescued movie boat, tiny key deer and the last mile marker in America. The interstate ends where the fun starts.

This trip chains: The Overseas Highway

Day by day

Day 1: Miami → Islamorada

Card Sound Road for a beer at Alabama Jack's, the African Queen still afloat in Key Largo, snorkel the reef at Pennekamp, then the 1935 Hurricane Monument at Islamorada — dinner and a sunset dock at the fishing capital.

Day 2: Islamorada → Big Pine Key

The Turtle Hospital in Marathon, walk Pigeon Key beneath the Old Seven Mile Bridge, swim the deep cut at Bahia Honda, then key deer at dusk and a slice at the No Name Pub. Overnight Big Pine.

Day 3: Big Pine → Key West

The last stretch of blue to Mile Marker 0: Hemingway's six-toed cats, the Southernmost Point line, and a green flash from Mallory Square. Drive back or fly out of the little island airport.

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