Key West Half Marathon & 5K

When: January 16 - January 17, 2027

Where: Higgs Beach, Atlantic Blvd, Key West, FL 33040


The 28th Annual Key West Half Marathon & Runfest is officially open for registration, bringing runners from around the globe to the island paradise from January 16–17, 2027. Voted one of USA Today’s Top 10 Half Marathons in the U.S. in 2023, this event offers multiple race options including the Half Marathon, 5K, 8K, 10K, plus fun challenges like the Big Pecker Challenge (5K, 10K, Half Marathon) and the Lil’ Pecker Challenge (5K, 8K, 10K). Participants receive race swag such as shirts, medals, hats, bags, plus food, drinks, rum tastings, and lively parties. Highlights include:

  • Half Marathon (Jan. 17): Scenic course past Duval Street, Southernmost Point, Smathers Beach, and a finish near the Half Shell Raw Bar.

  • 5K & 10K (Jan. 16): Coastal routes starting at Higg’s Beach.

  • Festivities: Runner’s meet-and-greet, expo, pasta party, guest speaker, awards ceremonies, live music by Cayo Ritmo Big Band, Papa’s Pilar Rum Stroll, Beach N’ Beer Mile, pool parties, and multiple farewell celebrations.

  • Pricing: Half Marathon starts at $144.95 + fee (price increases after Sept. 30, 2026). The 5K starts at $64.95 + fee.

  • Virtual Races: Available for all events.

The week-long celebration blends fitness, island culture, and nonstop entertainment, making it one of the most festive running events in the U.S.


Make It a Weekend to Remember
Join runners, volunteers, and spectators for an action-packed celebration of fitness, community, and fun in the heart of paradise. From scenic races to festive parties, the Key West Half Marathon & Runfest is the perfect way to kickstart your 2027.

Visit keywesthalfmarathon.com to register today!

Website

Key West Half Marathon & 5K poster

You might like these Events

Key West Literary Seminar

Key West Literary Seminar

January 7 - January 10, 2027

Pack Your Notebook: Key West's Most Poetic Weekend Awaits Picture this: palm trees swaying, warm tropical breezes drifting down Duval Street, and some of the most celebrated poets alive today taking the stage just steps from the ocean. That's the Key West Literary Seminar, and the 2027 edition (January 7–10) is shaping up to be one for the books. This year's theme? Poetry. And it's a full-circle...

Southernmost Regatta

Southernmost Regatta

January 18 - January 22, 2027

Experience the Excitement of The Southernmost RegattaJanuary 18–22 | Key West, FloridaVisit: southernmostregatta.com The Southernmost Regatta is a premier sailing event bringing together elite sailing teams from around the globe to compete in the stunning azure waters off Key West, Florida. Over five consecutive days of exhilarating races, vibrant sails, and unmatched sportsmanship, this regatta ...

Hemingway Days

Hemingway Days

July 22 - July 26, 2026

Discover Hemingway Days in Key West: Celebrate Literature, Culture, and Island Fun Experience the vibrant spirit of Key West during the annual Hemingway Days celebration, happening July 22–26, 2026. This iconic festival honors literary giant Ernest Hemingway, who spent the 1930s crafting masterpieces in this tropical paradise. Visitors will enjoy an exciting lineup of events, including the legend...