Key West Tour Company is offering all our runners 15% any tour!
Call Toll-Free 866-857-2300 or book online at and mention or use code KW5K15 when you check out!

 Hemingway 5K Sunset Run/Walk and Lazy Dog Paddle Board Race
Saturday, July 23 2016
Paddle Board Race 6:00pm Sunset Run 7:30pm
Sign Up: Click for Application


Timing by Split Second Timing

KEY WEST, Florida Keys — Runners and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle during the Hemingway 5k Sunset Run and Paddleboard Race set for Saturday, July 23, 2016.

The challenges are part of the annual Hemingway Days festival that commemorates the life and work of the author who lived in Key West throughout the 1930s. The Lazy Dog Paddleboard Race is to kick off at 6 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 is to begin at 7:30 p.m. at the Southernmost Point in the continental United States, located overlooking the ocean at Whitehead and South streets. The fast, flat 3.1-mile course takes runners through picturesque Old Town Key West past landmarks including the Ernest Hemingway Home & Museum. There is a walking division as well.

Afterwards, post-race awards party will be across the street at the Southernmost Hotel’s: Southernmost Hotel, 1319 Duval Street. Registration is $45.00 and Add $5 Race Day. Paddleboard awards are to be presented to the first- through tenth-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.

A registration booth is to be open 3-7 p.m. race day at the Southernmost Hotel, 1319 Duval Street. Race packets can be picked up there.
Interested participants can register online at Download registration forms or picked up at local hotels and fitness centers. A finisher Medal will be given all to participants in the 5K and Paddle Board Race. Price Includes Fully sublimated Race shirts, beer, food, raffles and more!


Call Lazy Dog Outfitters at 305-295-9898 to rent Paddleboards $25.00 Delivery to Race Start
and Return by Lazy Dog!

Click here to Download Application


Mail in the Application for:

Hemingway 5K Sunset Run & Paddle Board Race
Payable to:

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


Hemingway 5K Sunset Run & Paddle Board Race 2015 Race Shirts!


All Finishers in all events receive this medal!

20 Must Do Races in the South East


The 5th Annual Hemingway Century Tour

July 23, 2016 starting at 7:30 AM at Key Largo Bike
shop located at 91946 Overseas Highway, Tavernier FL 33070



Several years ago a couple of runners started the tradition of riding their bikes from Key Largo to Key West the day of the Hemingway 5K race. After the 100 mile 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..
We will start the ride at 7:30 AM at our bike shop. Will have a fully SAG supported vehicle tailing the riders for the duration of the Century Ride. There will be 4 scheduled stops for food and hydration. Normally, we charge $200 for this fully supported bike ride. For the Hemingway event, we are charging $50 for the SAG support only. Our group is staying overnight in Key West and doing the paddle board race and 5K run. If you want a ride back with bikes to Key Largo 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.

The Hemingway 5K Sunset Run is offering a special medal for  those who complete the Century Bike Ride, the paddle board race and 5K Run. This group will be the first ever to get these medals.

You need to sign up for the 5K and Paddle Board by Clicking here!

Then you need to sign up for my event on icon below. Make sure you complete the contact form too to indicate if you need a bicycle .

Register Now for The 5th Annual Hemingway Century Tour