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    Key West Races

    Find running races in Key West, Florida.

    Races in Key West, Florida

    5K

    Cupid's Chase 5K Key West

    Sat, Feb 14, 2026
    Key West, Florida
    road
    Rolling
    65PR40value45vibe
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    5K

    Irish Kevin's Shamrock Shuffle 5K/10K 2026

    Sat, Mar 14, 2026
    Key West, Florida
    road
    Rolling
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    Other

    Healthy Kids Running Series Spring 2026 - Key West, FL

    Sun, Mar 22, 2026
    Key West, Florida
    road
    Rolling
    60PR40value40vibe
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    5K

    Southernmost Seminoles 5K Renegade Run/Walk

    Sat, Mar 28, 2026
    Key West, Florida
    road
    Rolling
    65PR40value45vibe
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    Other

    Walk In My Shoes 2026 - Key West

    Tue, Mar 31, 2026
    Key West, Florida
    road
    Rolling
    60PR50value60vibe
    charity
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    5K

    Earth Day 5K Run/Walk

    Sat, Apr 18, 2026
    Key West, Florida
    road
    Rolling
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    5K

    Menendez Miler 5K Run/Walk

    Sat, May 9, 2026
    Key West, Florida
    road
    Rolling
    65PR40value55vibe
    scenic
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    Ultra

    KEYS100 Ultramarathon

    Sat, May 16, 2026
    Key West, Florida
    road
    Rolling
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    5K

    Hemingway 5K Sunset Run

    Sat, Jul 25, 2026
    Key West, Florida
    road
    Rolling
    65PR40value55vibe
    scenic
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    Half Marathon

    Southernmost Half Marathon and 10K

    Sun, Oct 11, 2026
    Key West, Florida
    road
    Rolling
    60PR40value45vibe
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    Other

    Pole Vault in Paradise 2026

    Thu, Jan 7, 2027
    Key West, Florida
    road
    Rolling
    60PR40value40vibe
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    5K

    2nd Annual Save Our First Responders 5K

    Sat, Jan 9, 2027
    Key West, Florida
    road
    Rolling
    65PR50value65vibe
    charity
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    Half Marathon

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

    Sat, Jan 16, 2027
    Key West, Florida
    road
    Rolling
    60PR40value55vibe
    beer
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