Upper Matecumbe Key is an island in the upper Florida Keys. U.S. 1 (or the Overseas Highway) crosses the key at approximately mile markers 79–83.5, between Windley Key and Lower Matecumbe Key. All of the key is within the Village of Islamorada as of November 4, 1997, when it was incorporated. The island lies to the southwest of Windley Key, and to the northeast of Lower Matecumbe Key.