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!

Papa’s Pilar Rum New Title Sponsor for  the Hemingway 5K Sunset Run and Lazy Dog Paddleboard Race Set for July 23

Sign Up: Click for Application



KEY WEST, Florida Keys —  We are excited to announce that Papa’s Pilar Rum is the new title sponsor of the  Hemingway 5K Sunset Run and Paddleboard Race, set for Saturday night, July 23rd. The celebration commemorates the life and work of the author, who lived in Key West during the 1930s, and the races are a nod to his sporting lifestyle.  “We are so excited to have the perfect fit with Papa’s Pilar Rum as our new title sponsor for this long standing Hemingway Days Key West event!”

 The popular 5K Run (and Walk) is the oldest ongoing race in Key West, and for the fourth year also combines a Paddleboard Race, which has grown tremendously. Entrants are encouraged to sign up early and can reserve paddleboards with Lazy Dog Outfitters. At 6 p.m., the paddleboard race starts at the island’s Southernmost Beach, 1405 Duval St. The course is three miles on the Atlantic Ocean then finishes back at the beach.2015 HSRNWP_RFP-439

 Then the 5K Run will begin at 7:30 at the Southernmost Point in the continental United States, which overlooks 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.

 In true Key West style, there’s an after-party back at the beach by the Southernmost Beach Cafe., with awards, food, libations, raffles, and a silent auction.

 On race day, the registration booth will be open from 3-7 p.m. at the Southernmost Hotel. Race packets can be picked up there. The race will be chip timed.

 Visit to download registration forms and mail, or they can be picked up at local hotels and fitness centers. Sponsored in part by Monroe County Tourist Development Council, Papa’s Pilar Rum, Southernmost Beach Resort, The Westin Key West Resort & Marina, Key West Aloe, Elite Caribbean Resorts and Islamorada Beer Company.   For more information, call Barbara Wright at 305 240-0727.  (Photo by Katty Peraza).

 Paddleboard Rentals for the 2016 Hemingway Paddleboard Race

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

Call Lazy Dog Outfitters at 305-295-9898 to rent Paddleboards

$25.00 Delivery to Race Start
and Return by Lazy Dog!


Paddleboards still available for rental

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

Mellow Ventures
Key West, FL

Call Standup Paddleboard Key West at 305-240-1426 to rent Paddleboards
SUP Key West

501 5th Ave
Key West, FL

Paddle Board Rental Companies

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

Lazy Dog 305-295-9898
Java Cat  305-294-7245
NomadicSup  Ryan&Cody    305-395-9494
Mellow Ventures   305-745-3874 – Paddleboards still available for rental
Sunset Watersports   855-378-6386
Fury  855-421-4085
Ibis Bay  305-896-0342
SUP KeyWest   305-240-1426

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 2016 Race Shirts!


All Finishers in all events receive this medal!

Hemingway 5K dog Tag 2016 5-11
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