Key West Running Events

Running of the Elves

Key West 20 Dec 2025

17th Annual Rudolph APSMC 5K

Southernmost Beach Resort 13 Dec 2025

Cow Key Bridge ZERO-K Run

Cow Key Channel Bridge 19 Apr 2026

28th Annual Key West Half Marathon & Runfest

Key West Historic Seaport 16 Jan 2026

Santa Visits the Hemingway Home & Museum! ✨

907 Whitehead Street, Key West, FL, United States, Florida 33040 20 Dec 2025

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

The Shops at Mallory Square 13 Dec 2025

Key West Triathlon

Higgs Beach Key West, Florida 14 Dec 2025

Cupid's Chase 5K Key West

Clarence S.Higgs Memorial Beach 14 Feb 2026

Save Our First Responders 5K

Key West Island - Florida 10 Jan 2026