Run Key West
36th Annual Hemingway 5K Sunset Run & Beach N’ Beer Mile on July 26-27, 2025
and 28th Annual Key West Half Marathon & Run Fest on January 17-18, 2026

Race through Key West’s historic Old Town and waterfront areas January 17 & 18, 2026, during the 28th Annual Key West Half Marathon. The field is quickly filling to capacity. We’ve added the Big Pecker Challenge which is the Half Marathon, 10K & 5K and the Lil’ Pecker Challenge which includes the 5K, 10K and 8K, along with a Papa’s Pilar Rum Stroll and Beach N’ Beer Mile Sunday afternoon! Set to begin at 7am on Saturday with the 10K and 5K and 7am on Sunday with the Half Marathon & 8K. All course’s run along the water and Sunday’s races run through Old Town Key West. Run 1 or 2, 3 or all Four events!

The well-established athletic challenges are part of Hemingway Days, a six-day commemoration of the life and work of the author who lived and wrote in Key West for most of the 1930s.