Key West Running Events

Running Events Happening Next in Key West, FL

Running of the Elves

 Key West 20 Dec 2025
SPORTS

17th Annual Rudolph APSMC 5K

 Southernmost Beach Resort 13 Dec 2025
SPORTS

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

 The Shops at Mallory Square 13 Dec 2025
ART

Cow Key Bridge ZERO-K Run

Cow Key Channel Bridge 19 Apr 2026

Santa Visits the Hemingway Home & Museum! ✨

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

Lower Keys Chamber Holiday Gala and Installation Dinner

 Tennessee Williams Theatre 3 Dec 2025
HOLIDAY

MONDAY NIGHT FOOTBALL SUNSET RUN

 Fit2Run, The Runner's Superstore- Key West (Key West) 24 Nov 2025
SPORTS

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

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

Cupid's Chase 5K Key West

 Clarence S.Higgs Memorial Beach 14 Feb 2026
SPORTS USD 45 TO 50

Italian Night at the Movies: Light in the Piazza

 Tropic Cinema 3 Dec 2025
ENTERTAINMENT

28th Annual Key West Half Marathon & Runfest

 Key West Historic Seaport 16 Jan 2026
MARATHONS

Montessori Key West 5K Race & Kids' Fun Run

 Truman Waterfront Park 7 Dec 2025
KIDS

Key West Triathlon

 Higgs Beach Key West, Florida 14 Dec 2025
SPORTS

Wednesday Night Happy Hour Run/Walk

 Moondog Cafe & Bakery 19 Nov 2025

Southernmost Turkey Trot 5K

 The Southernmost Point Buoy 27 Nov 2025
THANKSGIVING

Save Our First Responders 5K

 Key West Island - Florida 10 Jan 2026
SPORTS