Hemingway 5K Sunset Run/Walk & Paddle Board Race

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 20, 2019 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. 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 18, 2019

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

Friday, July 19, 2019

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

Saturday, July 20, 2019 – 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: Old Town Tavern

Post Race Specials for Hemingway Sunset Run & Paddleboard Participants with Bib!  Four blocks up Duval from Race Party location Old Town Tavern, 900 Duval Street will be offering all Hemingway Race Participants a great special after we finish up Awards Party at the Southernmost Beach Cafe!  Happy Hour Prices for  Drinks from 9pm-11pm with your bib!  The Happy Hour is half off share plates, flatbreads, well liquor, glasses of wine and 25% Off of all beer!  Please Note this is for tabs run at the bar or tables not individual drinks.  Enjoy!!

Sunday, July 21, 2019                                                                    

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

  • 9:30am – 11:30amLazy Dog Stand Up Paddle Lessons
    Location: Hurricane Hole Marina

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