KEY WEST, Florida Keys — Racers can compete with two Key West challenges that commemorate Ernest Hemingway’s exuberant outdoor lifestyle and passion for sporting pursuits.  The 5K Run/Walk and the Fun Beer Mile. 

Set for Saturday, July 25 at 7:30pm, the nationally acclaimed Hemingway 5K Sunset Run and Sunday’s Beer Mile set for 12pm is a traditional part of Key West’s annual Hemingway Days celebration. The July 22-26th festival salutes the life and work of the author who lived and wrote on the island in the 1930s.  

“The Hemingway 5K, now in its 37th anniversary year, is the oldest ongoing race in Key West and we typically have more than 800 competitors,” said event organizer Barbara Wright.  

Race registration and packet pickup are scheduled for 3-7 p.m. Saturday, July 25 outside Key West’s Southernmost Beach Café, 1405 Duval St.  

The 5K Run/Walk is to begin at 7:30 p.m. near the original Southernmost Point in the continental United States, located beside the Atlantic between Whitehead and United streets. Participants travel a fast, flat 3.1-mile course through Key West’s historic Old Town past landmarks including the Ernest Hemingway Home & Museum.  

A post-race awards party is scheduled on the beach beside the Southernmost Beach Café with food, libations and raffles.  The Southernmost Beach café will stay open till 9:30pm. 

Awards in the 5K await the top three male and female overall finishers, top three male and female masters and top male and female finishers in age categories ranging from 9 and under to 80 and over.  

Events surrounding the 5K Run/Walk include the fun-filled Beach N’ Beer Mile set for Sunday, July 26 at 12pm and the Sunday July 26 Blue Flamingo Cool Down & Recover Pool Party from 4pm-6pm at the Backyard Pool and Social Club.  The Party will have live music and food and drink specials! 3820 North Roosevelt Blvd.  See RSVP Link on the race schedule of events. 

Runners, Walkers and Hemingway enthusiasts can register for the races online and for more info at keywesthalfmarathon.com/hemingway-event-details/.   For more information regarding the full 2026 Hemingway Days schedule of Events go to https://hemingwaydays.com. 
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Sponsored By Monroe County Tourist Development Council, Southernmost Beach Resort and Beach Café, Islamorada Brewery & Distillery, Blue Flamingo, Key West Half Marathon & RunFest and the many in kind sponsors! 

KEY WEST, Florida Keys — Racers can compete on foot or on paddleboards during two Key West challenges that commemorate Ernest Hemingway’s exuberant outdoor lifestyle and passion for sporting pursuits.
Set for Saturday, July 20, the nationally acclaimed Hemingway 5k Sunset Run and Paddleboard Race is a traditional part of Key West’s annual Hemingway Days celebration. The July 16-21 festival salutes the life and work of the author who lived and wrote on the island in the 1930s.
 
“The Hemingway 5k, now in its 35th anniversary year, is the oldest ongoing race in Key West and we typically have more than 800 competitors,” said event organizer Barbara Wright.
 
Race registration and packet pickup are scheduled for 3-7 p.m. Saturday outside Key West’s Southernmost Beach Café, 1405 Duval St.
 
The Paddleboard Race is to kick off at 5:30 p.m. at the island city’s Higgs Beach, 1000 Atlantic Blvd. on the Atlantic Ocean. The 3-mile ocean course begins and ends at the beach.
 
The 5k run/walk is to begin at 7:30 p.m. at the Southernmost Point in the continental United States, located beside the Atlantic at Whitehead and South streets. Participants travel a fast, flat 3.1-mile course through Key West’s historic Old Town past landmarks including the Ernest Hemingway Home & Museum.
A post-race awards party is scheduled on the beach beside the Southernmost Beach Café with food, libations and raffles. Entertainment is to be provided by steel drum player Van Bertie.
 
Awards in the 5k await the top three male and female overall finishers, top three male and female masters and top male and female finishers in age categories ranging from 9 and under to 75 and over. For paddleboard racers, awards are to be presented to the first- through third-place male and female finishers in two board categories.
 
Events surrounding the 5k and paddle challenge include the Hemingway Rum Stroll and fun-filled Beach N’ Beer Mile, both set for Sunday, July 21 — the 125th anniversary of Ernest Hemingway’s birth.  
Runners, walkers and paddleboard enthusiasts can register for the races online at keywesthalfmarathon.com/hemingway-event-details/.
Race information: keywesthalfmarathon.com/hemingway-event-details/
 
Sponsored By Monroe County Tourist Development Council, Southernmost Beach Resort and Beach Café, Papa’s Pilar Rum, Islamorada Brewery & Distillery, Sunshine Scooters, 24 North Hotel, 27th Key West Half Marathon & RunFest and the many in kind sponsors!