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Mile Marker 0 and Southernmost Point, Key West, Florida

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Concierge.com's insider take:

There are two key shutterbug sites in Key West. Mile Marker 0, at the junction of Fleming and Whitehead streets, is a small green sign that marks the southern tip of U.S. Highway 1, a full 2,390 miles from its northern terminus in Fort Kent, Maine. The second is the squat red, black, and yellow barrel-shaped marker at the tip of South and Whitehead streets, which marks the closest you can get to the southernmost point of the continental United States (the actual point is part of a naval base). Word to the wise: Taking pics for tourists is a local moneymaking scheme, so the helpful people who offer their photography services will most likely expect a tip.

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