5K Races in Key West, Florida

There are 10 5K races in Key West, Florida in 2026. The next is the Fantasy Fest 5K Run/Walk on October 19.

Fantasy Fest 5K Run/Walk

Mon, Oct 19 · Key West, FL Key West

Virtual Run Like A Rockstar 1 Mile (Untimed)Virtual 5K5K Walk +1

From $41.99 Open Closing Soon

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Southernmost Turkey Trot 5K

Thu, Nov 26 · Key West, FL Key West

Virtual 1 Mile Romp (Untimed)1 Mile Kids' Romp (Untimed)Southernmost Turkey Trot 4 & Under (FREE) +3

From $0 Open

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Hog Trot 5K

Sat, Nov 28 · Key West, FL Key West

Road 5K Run/Walk5K Run/Walk 12 & Under

From $24.99 Open

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Montessori Key West 5K Run/Walk & Kids Fun Run

Sun, Dec 6 · Key West, FL Key West

Road Montessori Key West Kids Fun Run 0.25 mileMontessori Key West Kids Fun Run 1 mileMontessori Key West 5K Run/Walk

From $20 Open

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Rudolph Red Nose Run

Sat, Dec 12 · Key West, FL Key West

Road A Positive Step 5K Run/Walk

From $50 Open

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2nd Annual Save Our First Responders 5K

Sat, Jan 9 · Key West, FL Key West

2nd Annual Save Our First Responders 5K

From $25 Open

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2027 Pole Vault in Paradise 5k

Sat, Jan 9 · Key West, FL Key West

Road 5K Run/Walk

From $30 Open

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Cupid's Chase 5K Key West

Sat, Feb 13 · Key West, FL Key West

Road 5KExhibitor TablePlatinum Sponsor +3

From $40 Open

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Salute to Service presented by The Marker Resort

Sun, May 30 · Key West, FL Key West

Road 5K5k Walk5k Run

From $30 Open

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Hemingway 5K Sunset Run

Sat, Jul 24 · Key West, FL Key West

Virtual 5K Run (In person event!)5K Walk (In person event!)5K Run (In person event!) +5

From $37 Open

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