Join the 29th Annual Key West Half Marathon & Runfest on January 16–17, 2027, in Key West. This popular multi-distance event features a Half Marathon, 5K, 10K, and 8K, with courses winding through historic Old Town and along the scenic waterfront, finishing near the water.
The weekend includes an expo, parties, and challenges like the Big Pecker and Lil’ Pecker. All paces are welcome on the flat, tropical courses. Exact schedules, start times, and details are subject to change.
For the latest updates, registration, and race information, click here.
Experience the Florida Keys waters in true luxury. SeaEO Luxury Boat Charters offers customizable private luxury charters from Key West, perfect for groups of up to 13 guests seeking personalized cruising, sandbar stops, sunset views, or a relaxed day exploring the Upper Keys and surrounding waters.