The Overseas Highway is the closest thing America has to a road across the sea. From Florida City, US-1 hops roughly 113 miles down a chain of coral islands on dozens of bridges to Key West, with turquoise shallows on one side and the Atlantic on the other. Much of it follows the bed of Henry Flagler's Overseas Railroad, finished in 1912 and wrecked by the 1935 Labor Day hurricane; the highway took over its bridges and opened in 1938.
Addresses here are given by mile marker, from MM 127 near Florida City to MM 0 in Key West, and this guide uses them too. Do it in three days and you'll have time to snorkel a reef, meet a rehabilitating sea turtle, and still make Mallory Square for sunset. Let Wanderply build your version and narrate each key as you cross it.