Week-end of January 12-14, 2024

2024 Race Shirt & Medal Unveiled!

T-shirt designed using Taylor Hale Paintings.

So lace up your sneakers & make your #runcation rad by Registering Now!!

The 2024 Key West Half Marathon will take place during the week-end of January 13-14, 2024 > Click Here to Register


To download a PDF application > Click Here

To download Expo Vendor PDF application > Click Here

To download Sponsorship Opportunities > Click Here

Mail in the Application for:

Key West Half Marathon & 5K Payable to Key West Half Marathon P.O. Box 1681 Key West, FL 33041


We are happy to offer RaceJoy again this year.  For those running in Key West with us, you can use RaceJoy to enhance the experience with some audio alerts and cheers as well as the ability to have your friends and family monitor your progress and send you support as you run.  Just download the free app and follow the instructions and when you start your run, hit “Start My Race” and have fun!

If you aren’t able to be in Key West but have signed up for the virtual version of our event, you can still use RaceJoy.  You can run anywhere at any time over the weekend with the app.   If you prefer to just run without RaceJoy, that is fine too.  You can run whenever and wherever you want and post your results online when you are done:


Defer to 2025:
You can defer your registration directly from your RunSignUp account. Sign in here: https://runsignup.com/profile and log into your account. Look for the deferral tab at the top and follow the directions. It will only take a couple of minutes to complete the process.

Transfer to Virtual:
You can transfer your registration to the virtual event directly from your RunSignUp account. Sign in here: https://runsignup.com/profile and log into your account. Look for the TRANSFER EVENT tab at the top right and follow the directions. It will only take a couple of minutes to complete the process. Thank you.


Yes, you can always switch race distances if there is still capacity in the event you are looking to switch into.  Log into your runsignup.com account, find your race entry, and click the “Change category” button to make update to your registration.  The deadline to make edits to your registration is January 1, 2024

  • Switching from a longer distance to a shorter distance: There is no fee to switch to a shorter distance. There are no refunds for the difference in price between the two distances.
  • Switching from a shorter distance to a longer distance: You will be prompted to pay the difference in fee from the shorter distance to the current cost of the longer distance.

Announcing a cup free race!

Because of our beautiful waters which you’ll run adjacent to, most of the race, we’ve decided to once again have a cup free race! There will be numerous water stations with fantastic volunteers, but you must bring your own vessel to fill up!


Meet the Artist:

Taylor Hale is a native Floridian who draws inspiration from a lifetime on the water in his island hometown of Key Largo, Florida. He earned a BFA from the Rhode Island School of Design in 2009.

Taylor is driven by the constant transformations of the sky and sea—exploring what happens as these powerful natural forces interact. Within his work, he captures movement and stillness, familiarity and the unknown, peace and unrest. In each oil painting, he seeks to create a window to connect to another world.

He loves meeting other cloud lovers and has found that an admiration for the ever-changing sky is something that can connect people from all walks of life. He invites his viewers to bring their unique perspectives to each piece and explore where the art takes them!

When he’s not painting, he enjoys spending time in nature, seeing live music, and being with his wife and daughters.

In 2023 Taylor looks forward to opening The Hale Gallery in Islamorada!

Connect with Taylor on Instagram and Facebook (@taylorhalepaintings) and at www.taylorhalepaintings.com


Sunday, January 14th | 1:00-5:00 pm

Hemingway Rum Stroll Presented by Papa’s Pilar Rum includes six locations with a Papa’s Pilar Rum drink at each location.  Must be over 21, Entry Fee: $49 includes Custom Rum Stroll Race Shirt and rooster wrap.  More details to Come!

Key West Beach N’ Beer Mile – 3:00 pm:
4 Loops, 4 Beers on the Southernmost Beach! Price: $49. Race is NOT TIMED!

Prizes awarded for:

  1. Best Team Spirit
  2. Best Dressed
  3. Least Dressed

Raffles at 5 pm sharp.


“Party Like a Local” with the Conch Republic Party Passport! 
USE SPECIAL HALF MARATHON CODE: RACE10  to get $10 off of the purchase price!
Order 2 or more and get an additional 25% OFF!
Proceeds help the Key West Sunrise Rotary Club provide college scholarships & more to the local community.
Good for hundreds of dollars worth of special ‘Locals’ Discounts,’ including complimentary meals, drinks, discounted attractions, water activities and more.
It’s a high quality, thread-sewn booklet with a linen cover that has the look and feel of an actual passport, and it’s good at over 35 bars, restaurants and attractions.
It’s a valuable keepsake of your Conch Republic visit, that you’ll treasure for many years to come!
…and it pays for itself over and over again!


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