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    Race calendar

    Running Races in Key West, FL

    20 upcoming races in and around Key West. Run This events are listed first — jump to a specific distance below.

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    Nearby citiesTampaOrlandoKey BiscayneMiamiMelbourneNaplesFort MyersGainesvillePanama CitySarasotaDeBaryJacksonville

    20 races

    Sun, Sep 20, 2026

    Healthy Kids Running Series Fall 2026 - Key West, FL

    Key West, FL

    Outside4.0 mi2.0 mi1 mile

    Sat, Oct 3, 2026

    Duval Mile

    Key West, FL

    Outside1 mile

    Sun, Oct 11, 2026

    Southernmost Half Marathon and 10K

    Key West, FL

    OutsideMarathon10K

    Mon, Oct 19, 2026

    Fantasy Fest 5K Run/Walk

    Key West, FL

    Outside5K1 mile

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    Sat, Nov 7, 2026

    Zonta ABC Run/Walk

    Key West, FL

    Outside5K10K

    Thu, Nov 26, 2026

    Southernmost Turkey Trot 5K

    Key West, FL

    Outside5K1 mile

    Sat, Nov 28, 2026

    Hog Trot 5K

    Key West, FL

    Outside5K

    Sat, Dec 12, 2026

    Rudolph Red Nose Run

    Key West, FL

    Outside5K

    Thu, Jan 7, 2027

    Pole Vault in Paradise 2027

    Key West, FL

    Outside

    Sat, Jan 9, 2027

    2nd Annual Save Our First Responders 5K

    Key West, FL

    Outside5K

    Sat, Jan 9, 2027

    2027 Pole Vault in Paradise 5k

    Key West, FL

    Outside5K

    Sat, Jan 16, 2027

    Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile

    Key West, FL

    OutsideMarathon5K5.0 mi10K

    Sun, Jan 17, 2027

    Running for Children's Rights to Both Parents - 13 of 50 Half Marathons in 50 States - Florida

    Key West, FL

    OutsideMarathon5K10K

    Sat, Feb 13, 2027

    Cupid's Chase 5K Key West

    Key West, FL

    Outside5K

    Sat, Mar 13, 2027

    Irish Kevin's Shamrock Shuffle 1K/5K/10K 2027

    Key West, FL

    Outside5K10K1000 m

    Sat, May 8, 2027

    Key West Paddle Classic 2027

    Key West, FL

    Outside12.0 mi4.0 mi

    Sat, May 15, 2027

    KEYS100 Ultramarathon

    Key West, FL

    Outside100.0 mi50.0 mi31.1 mi

    Sun, May 30, 2027

    Salute to Service presented by The Marker Resort

    Key West, FL

    Outside5K

    Tue, Jun 1, 2027

    Way Gay 5K

    Key West, FL

    Outside5K

    Sat, Jul 24, 2027

    Hemingway 5K Sunset Run

    Key West, FL

    Outside5K

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