Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile 2027

The Key West Half Marathon & Runfest begins at 231 Margaret Street in Key West, Florida, centered on a January weekend of running and post-race refreshments. The primary event is a half marathon, with 5K, 8K, and 10K distances available for those seeking shorter runs. The schedule also features the Papa’s Pilar Rum Stroll and the Key West Beach N’ Beer Mile, positioning the event as more of an island-run-party than a typical road race. The series is in its 29th year, offering runners multiple opportunities to combine events. The Big Pecker Challenge links the half marathon, 10K, and 5K, awarding four medals to finishers. The Lil’ Pecker Challenge includes the 5K, 8K, and 10K, with three medals and a hat. All races provide virtual participation options. Participants receive a shirt, finisher medal, race bag, food, drinks, and rum tasting. The half marathon has been recognized on USA Today’s national top-10 half-marathon list.