Southernmost City

One of the biggest attractions on the island is a concrete replica of a bouy at the corner of South and Whitehead Streets that claims to be the southermost point in the contiguous 48 states. The point was originally just marked with a sign, which was often stolen. In response to this, the city of Key West erected the now famous monument in 1983. Brightly painted and labeled "SOUTHERNMOST POINT CONTINENTAL U.S.A.", it is one of the most visited and photographed attractions in Key West. The claim "90 Miles to Cuba" on the monument isn't entirely accurate either, since Cuba at its closest point is 94 statute miles from Key West.
Land on the Truman annex property (Which is where we stayed) just west of the buoy is the true southernmost point, but it has no marker since it is U.S. Navy land and cannot be entered by civilian tourists. (So we actually did see the southernmost point on the island itself)

Florida's southernmost point is Ballast Key, a privately owned island just south and west of Key West. Signs on the island strictly prohibit unauthorized visitors