i. key west
U.S. Route 1, the nation’s longest north-south highway, casts out of Fort Kent, Maine, and spools down the eastern seaboard, threading Boston, New York, and Fort Lauderdale until it drifts across Manatee Creek near Homestead and bobs south into the Florida Keys, which carry it so far west that it snags on a longitude line shared with Cleveland. The 2,369-mile route ends on Whitehead Street in Key West. Here, a six-hour water-ski from Havana, a sign announces that you have reached the end of the rainbow…