Ready-Set-RUN! The 29th Annual Key West Half Marathon & Runfest is almost upon us! Starting at the Key West Historic Seaport at the corner of Caroline Street & Grinnell Street (less than a block from the packet pickup location), thousand of runners are set to enjoy near-perfect temperatures amid the island of Key West’s one-of-a-kind Victorian architecture, historic landmarks, AND harborfront businesses. Not to mention, runners will be able to watch the sunrise over the Atlantic at Mile 2!
We've got the 5K, 8K, 10K and Half Marathon and the pièce de résistance—the Big Pecker Challenge (all 3 races). Earn not one, not two, not three but FOUR medals, including the coveted "Big Pecker" (Extra Large Rooster Medal). The Lil’ Pecker Challenge (5K + 10K + 8K)
Think small but run BIG! Take on the Lil’ Pecker Challenge by completing the 5K, 10K, and 8K during Key West Runfest weekend.
Earn not one, not two, but THREE medals — one for each race — plus the exclusive Lil’ Pecker Hat to show off your triple-finish swagger.
Because sometimes… it’s the Lil’ Pecker that makes the biggest impression! 🐓✨
The 5K starts at 7:00 AM, 10K starts at 8:00 AM on Saturday, January 16, 2027, Half Marathon starts at 7:00 AM and 8K at 7:30 AM on Sunday, January 17, 2027.
Also check out other Sports events in Key West, Contests in Key West.
