Participate in Hemingway 5K Sunset Run/Walk & Paddle Board Race – The Premier Multi-Sport Event in the Florida Keys!

Runners, walkers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 25, 2020 during the Hemingway 5k Sunset Run/Walk and Paddleboard Race. The athletic challenges are part of Hemingway Days, a six-day commemoration of the life and work of the author who lived and wrote in Key West for most of the 1930s.

The Paddleboard Race is to kick off at 5:30 p.m. at the island city’s Southernmost Beach, 1405 Duval St. on the Atlantic Ocean. Competitors are tasked with paddling a 3-mile ocean course before finishing back at the beach.

The 5K run/walk begins at 7:30 p.m. at the Southernmost Point in the continental United States, oceanfront at Whitehead and South streets. Participants race through picturesque Old Town Key West, past landmarks including the Ernest Hemingway Home & Museum.

Afterwards, a post-race awards party is scheduled at the Southernmost Beach Café with food, libations and raffles.

Paddleboard awards are to be presented to the first- through 10th-place male and female finishers plus first – through 3rd place male and female in the Race Board category. In the 5K, awards await the top three male and female overall finishers, top three male and female masters, and top three male and female finishers in age categories ranging from 9 and under to 75 and over. In addition, special medals will be awarded to those competing in both challenges.



Mail to:

Hemingway Sunset Run
P.O. BOX 1681,
Key West, FL 33041

Make Checks Payable to: Hemingway Sunset Run

Important Dates:

Thursday, July 23, 2020

  • 5 pm-6 pm: Intro to Stand Up Paddling Class for Hemingway Racers
    Location: Hurricane Hole Marina

Friday, July 24, 2020

  • 5 pm-6 pm: Intro to Stand Up Paddling Class for Hemingway Racers
    Location: Hurricane Hole Marina

Saturday, July 25, 2020 – RACE DAY!!!

  • 3:00 pm – 7 pm: Race Registration Booth
    Location: The Southernmost Beach Cafe, Outside on the Beach, 1405 Duval Street.

  • 5:30 pm:  Start of Paddle Board Race 
    Location: Southernmost Beach

  • 7:30 pm:  Start of 5K Run/Walk 
    Location: Southernmost Point

  • 8:00 pm – 9:30 pm: Awards Party
    Location: Southernmost Beach Cafe

  • 9:00 pm – 11:00 pm: Post Race Special
    Location: TBA

Sunday, July 26, 2020                                                                    

  • 8:30am – 10:15amLazy Dog Paddle Yoga All Levels
    Location: Hurricane Hole Marina

  • Happy Hour 5pm -?: Join Race Organizers & Lazy Dog Crew
    LocationHurricane Hole Marina
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