Key West Half Marathon

The annual Key West Half Marathon & 5K Run is recognized by Runners World magazine as one of the 10 great half-marathons of the winter season. This competitive race follows a 13.1-mile course through Old Town Key West past historic landmarks and the island’s scenic waterfront.

Fast, flat and scenic, the half marathon course takes participants mostly around the edge of Key West, and includes a bridge crossing over Key West’s Cow Key Channel to Stock Island and back. There’s also a stretch of the race that unfolds through CB Harvey Rest Beach Park near the White Pier, where you can get spectacular views of the sunset later in the day.

The course starts and finishes at Dante’s Restaurant on Caroline Street, on Key West’s western end. From there, the course winds its way along several twists and turns through the city streets, turning on Duval Street, Eaton Street, and Whitehead Street before hitting longer straightaways along Atlantic Boulevard and South Roosevelt Boulevard, which is also part of Florida Highway A1A.

Throughout the race, runners enjoy views of the ocean waters, and pass by local landmarks like the Key West lighthouse, Ernest Hemingway’s house, downtown Key West’s old town area as well as the Southernmost Point in the United States. The biggest elevation change (and the most challenging point in this flat, beginner-friendly race) is the bridge crossing over to Stock Island, over part of the Overseas Highway.