Key West Half Marathon

Based in Key West, Florida, the 2026 Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile is a multi-race weekend on January 17–18. The event features the Key West Half Marathon plus 5K, 8K, and 10K distances, plus specialty experiences like the Papa’s Pilar Rum Stroll and the Beach N' Beer Mile. Aiming for a festive vibe, registrants receive a race shirt, finisher medal, race bag, food and drinks, rum tasting, a race party, and entertainment.

It also offers virtual options. The Big Pecker Challenge awards four medals, while the Lil’ Pecker Challenge earns three medals and a Lil’ Pecker hat. Location: 231 Margaret Street, Key West. Visit the organization's website for the most recent information.