Key West Marathons Events

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

The Shops at Mallory Square 13 Dec 2025

Santa Visits the Hemingway Home & Museum! ✨

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

Lower Keys Chamber Holiday Gala and Installation Dinner

Tennessee Williams Theatre 3 Dec 2025

31st Annual Hog's Breath Saloon Hog Trot 5K

400 Front St, Key West, FL, United States, Florida 33040 29 Nov 2025

Cupid's Chase 5K Key West

Clarence S.Higgs Memorial Beach 14 Feb 2026

Italian Night at the Movies: Light in the Piazza

Tropic Cinema 3 Dec 2025

28th Annual Key West Half Marathon & Runfest

Key West Historic Seaport 16 Jan 2026

Key West Triathlon

Higgs Beach Key West, Florida 14 Dec 2025

Southernmost Turkey Trot 5K

The Southernmost Point Buoy 27 Nov 2025