33rd Anniversary
Hemingway 5K Sunset Run & Paddleboard Race
Presented by Papa’s Pilar Rum

Saturday, July 23, 2022


Saturday, July 23, 2022 – RACE DAY!

 11:00 am 2:00 pm: Pre-Race Power Brunch – July 23, 11 AM – 2 PM Sea, Key West 720B Caroline Street. Fuel up before the race with free brunch at our locally owned watersports equipment store. In addition to brunch, all race participants will receive a 20% discount on any store purchases. 

3:00 pm – 7 pm: Race Registration Booth

  • Location:  Southermost Beach Resort, 1405 Duval Street

5:30 pm: Start of Paddle Board Race

  • Location: Southernmost Beach, 1405 Duval Street

7:30 pm: Start of 5K Run/Walk

  • Location: Southern Most Point
Results will be posted race evening www.keywesthalfmarathon.com and our Facebook page.

Sunday, July 24, 2022

9:00 am – 9:45 am Post-Race Recovery Yoga by salute to the sol
  • Location: The Perry Hotel & Marina Key West

2022 Race Shirt & Medal Unveiled!

Sunday, July 24

Key West First Legal Rum Distillery

  • (Stop by 105 Simonton St. and drop your bib’s raffle ticket into the jar, or write your bib number on a piece of paper and drop in. Drawings (2 bottles, total) on Sunday, July 25th.)

New! Free* Hemingway Trivia Hunt!

Trivia buffs: How much do you know about Ernest Hemingway? Wander around town, testing your knowledge with our new Trivia Hunt, which takes you to some of Ernest’s haunts, notable places where he spent time, and sites that honor him.

Email your request to keywesthalfmarathon@gmail.com for the printable game by 10:00 any morning — Thursday-Monday, (7/21-7/25). The answers will be emailed to you by Monday morning.

Win entries to next year’s Hemingway 5K & Paddleboard Race, entries to the Key West Half Marathon, and more!

(*Please note: admission to 2 places is required — $24/adult, total.)

Runners, walkers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 23, 2022 during the Hemingway 5k Sunset Run 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.


 Paddleboard Rentals for the Hemingway Paddleboard Race

*You must have a Personal Flotation Device with you during the race

Mellow Ventures

Paddleboard rental info:
*1 hour dockside $25
*2 hour dockside $35
*4 hour take away $45
*Full day $65
*Weekly rates available


Purchase Your Own Retrospec Inflatable Paddle Board
Participants Receive 20% Off + Free Delivery Anywhere in Key West

Call or visit Sea, Key West downtown Key West to purchase 

(must show proof of race registration to receive discount)

Sea, Key West
702 B Caroline Street

Paddleboard Rental Companies

*You must have a Personal Flotation Device with you during the race.

  • Lazy Dog – Website
  • Java Cat  305-294-7245
  • Mellow Ventures   305-745-3874
  • Sea, Key West  305-741-7490
  • Sunset Watersports   305-296-2554

The Annual Hemingway Bicycle Tour

July 23rd, 2022

Produced by: Key Largo Bike and Adventure Tours

Several years ago a couple of runners started the tradition of riding their bikes to Key West the day of the Hemingway 5K race. After the ride, they would arrive in time to register for the race and run the 3.1 mile course. Afterwards they would drink a couple of beers at the  race party and hit Duval Street until 4 AM. The Tradition continues.

The ride will start at 9 AM at Sombrero Beach. We will have a fully SAG supported vehicle tailing the riders for the duration of the Ride. There will be 4 scheduled stops located on the South Side of 7 Mile Bridge, Kikis Sandbar and Grill, Baby’s Coffee and the Southernmost Marker . We are charging $75 for the SAG support only. Our group is staying overnight in Key West and doing the 5K run. If you want a ride back with bikes to Marathon the following morning, it’s an additional $75 fee. We are doing a bike rental special of $25 for a road bike for this event.

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