Key West close

Running Calendar near Key West 2025-2026

Monthly updates for Key West

Get new running races (and updates) in your inbox every month.

Explore the top running races near Key West for 2025-2026! We've gathered 10 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
December 2025
Dec
20
Sa

Running of the Elves 5K - Key West

5 km
January 2026
Jan
3
Sa

Run for Paradise 5k

5 km
Jan
10
Sa

Save Our First Responders 5K

5 km
Jan
16-18
Fr - Su

Key West Half Marathon

5 km 8 km 10 km Half Marathon
February 2026
Feb
14
Sa

Cupid's Chase Key West 5K

5 km
Feb
14
Sa

Run With Deer 5K

5 km
March 2026
Mar
14
Sa

Irish Kevin's Shamrock Shuffle 10K

5 km 10 km
May 2026
May
16-17
Sa - Su

KEYS100 Ultramarathon

50 km 50 mi 100 mi
July 2026
Jul
25-26
Sa - Su

Hemingway Sunset Run 5K

5 km
October 2026
Oct
11
Su

Southernmost Half Marathon

6 mi 13 mi