Hemingway Sunset Run 5K
Always double-check with the organizer's website! This page may contain affiliate links.
Event overview
The Hemingway 5K Sunset Run takes place in Key West, Florida on July 25-26, 2026. The event is held during Hemingway Days, a six-day commemoration of Ernest Hemingway. The course starts and finishes at the Southernmost Point buoy and runs through Key West’s Old Town and waterfront areas. Race-day registration and race-related activities are based around the Southernmost Beach Cafe, 1405 Duval Street.
Events and logistics
The event program includes running, walking, a beach beer mile, and paddleboard activities. After the 5K there is an awards beach party with tastings of Papa’s Pilar Rum and Islamorada Beer, raffles, and live entertainment, held outside the Southernmost Beach Cafe. Results are posted the same evening on the event website and Facebook page. A pool party at Blue Flamingo Resort is scheduled during the weekend. Paddleboard rentals and purchase options are listed for the paddleboard race; participants must have a personal flotation device during the paddleboard race.
Distances and event types:
- 5K Run
- 5K Walk
- Virtual Run Anywhere 5K
- Beach N’ Beer Mile (1 mile)
- Paddleboard Race
Prices and fees vary by event; an event management fee applies. Prizes are noted for the Beach N’ Beer Mile in categories such as Best Team Spirit, Best Dressed, and Least Dressed. Visit the organization's website for the most recent information.