Key West Running Events

32nd Annual Hog's Breath Saloon Hog Trot 5K

400 Front St, Key West, FL, United States, Florida 33040 28 Nov 2026

Key West Triathlon

Higgs Beach Key West, Florida 13 Dec 2026

29th Annual Key West Half Marathon & Runfest

Key West Historic Seaport 15 Jan 2027

18th Annual Red Nose Run!

Southernmost Beach Cafe 12 Dec 2026

Santa at the Hemingway gardens

907 Whitehead Street, Key West, FL, United States, Florida 33040 4 Dec 2026

2027 Cupid's Chase 5K Key West

Higgs Beach Pavilion, 1000 Atlantic Boulevard, Key West, FL US 33040 13 Feb 2027

Montessori Key West 5K & Kids Fun Run

Truman Waterfront Park 6 Dec 2026