Hemingway Sunset Run 5K

JUL
25-26
2026
Celebrate the legacy of Ernest Hemingway with an evening 5K run through historic Key West or a paddleboard race followed by a beach party and a festive beer mile.
25-26 Jul 2026
5 kilometers

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Hemingway 5K Sunset Run

The Hemingway 5K Sunset Run is an annual athletic event held in Key West, Florida, celebrating the sporting lifestyle of author Ernest Hemingway. The event features a run through historic Old Town and surrounding waterfront areas. Participants can choose between different activities across the race weekend:

  • 5K Run/Walk
  • Paddle Board Race
  • Key West Beach N' Beer Mile

The 5K Run/Walk starts at the Southernmost Point and concludes with an awards beach party featuring live entertainment, raffles, and refreshments including local rum and beer. The Beach N' Beer Mile is a non-timed, casual event held on the sand. It consists of four loops where participants consume a beverage during each lap. Costumes are encouraged for this portion, with prizes awarded for team spirit and dress.

A separate Paddleboard Race is also part of the festivities. Participants in the water event are required to have a Personal Flotation Device. Rental options for boards are available through local outfitters.

Additional weekend activities include the Hemingway Rum Stroll, which visits eight different locations, and a pool party at a local resort. All participants receive a custom race shirt and a finisher medal featuring artwork inspired by the local culture of the Florida Keys. Visit the organization's website for the most recent information.

5 km
5k Run
5 km
5k Walk
5 km
Virtual Run Anywhere 5k
Beach N Beer Mile