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Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile

01/16-18/2026
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Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile

01/16-18/2026 Key West, FL 33040 US Directions

BIG PECKER CHALLENGE- (Half Marathon, 10K and 5K) FOUR MEDALS! Special Medal for the Big Pecker!

Includes the following events: Key West Half Marathon, Key West 5K, and Key West 10K
Event Dates:
Saturday January 17, 2026 - Sunday January 18, 2026
Start Time:
6:30am EST
End Time:
11:59pm EST
Price:
$331.95 $185.00 Race Fee + $11.73 SignUp Fee
Registration:
Price increases to $200.95 after January 31, 2025 at 11:59pm EST
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Lil' Pecker Challenge (5K, 8K AND 10K) THREE MEDALS AND A LIL' PECKER HAT!

Includes the following events: Key West 5K, Key West 8K, and Key West 10K
Event Dates:
Saturday January 17, 2026 - Sunday January 18, 2026
Start Time:
6:30am EST
End Time:
11:59pm EST
Price:
$266 $135.00 Race Fee + $8.83 SignUp Fee
Registration:
Price increases to $150.00 after January 31, 2025 at 11:59pm EST
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Key West Half Marathon

The half marathon course has you run past some of the most iconic places in Key West! You'll run up Duval Street, past the Southernmost Point and along beautiful Smathers Beach. The finish line is right by the Half Shell Raw Bar and there will be plenty of refreshments waiting for you there!
Event Date:
Sunday January 18, 2026
Start Time:
6:30am EST
End Time:
11:59am EST
Price:
$153.95 $99.95 Race Fee + $6.80 SignUp Fee
Registration:
Price increases to $104.95 after January 31, 2025 at 11:59pm EST
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Key West 5K

The 5K course has you starting by Higg's Beach and the beautiful waterfront of Smather's Beach.
Event Date:
Saturday January 17, 2026
Start Time:
6:30am EST
End Time:
12:00pm EST
Price:
$85 $39.95 Race Fee + $3.32 SignUp Fee
Registration:
Price increases to $44.95 after January 31, 2025 at 11:59pm EST
Sign Up

Key West 8K

Event Date:
Sunday January 18, 2026
Start Time:
6:30am EST
End Time:
11:59am EST
Price:
$88 $44.95 Race Fee + $3.61 SignUp Fee
Registration:
Price increases to $49.95 after January 31, 2025 at 11:59pm EST
Sign Up

Key West 10K

New to 2025, we will be adding a10K Run on Saturday! Offering a Special Medal to those who do all three events!
Event Date:
Saturday January 17, 2026
Start Time:
7:30am EST
End Time:
12:00pm EST
Price:
$93 $49.95 Race Fee + $3.90 SignUp Fee
Registration:
Price increases to $54.95 after January 31, 2025 at 11:59pm EST
Sign Up

Papa’s Pilar Rum Stroll

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. More details to Come!
Event Date:
Sunday January 18, 2026
Start Time:
1:00pm EST
End Time:
5:00pm EST
Registration Limit:
295 spots left.
Price:
$65 $55.00 Race Fee + $4.19 SignUp Fee
Registration:
Price increases to $65.00 after June 30, 2025 at 11:59pm EDT
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Key West Beach N' Beer Mile

Key West Beach N’ Beer Mile – 3:00 pm

4 Loops, 4 Beers, Custom Shirt and Raffles! Price: $49. Race is NOT TIMED!

Prizes awarded for Best Team Spirit, Best Dressed, Least Dressed

Raffles at 5 pm sharp.
Event Date:
Sunday January 18, 2026
Start Time:
3:00pm EST
End Time:
5:00pm EST
Registration Limit:
295 spots left.
Price:
$59.99 $49.00 Race Fee + $3.84 SignUp Fee
Registration:
Price increases to $59.99 after June 30, 2025 at 11:59pm EDT
Sign Up

Run Anywhere 1/2 Marathon

This is the virtual half marathon. Run where you want and submit your results between January 16th and 20th!
Price:
$153.95 $99.95 Race Fee + $6.80 SignUp Fee
Registration:
Price increases to $104.95 after January 31, 2025 at 11:59pm EST
Sign Up

Run Anywhere 5K

This is the virtual 5k. Run where you want and submit your results between January 16th and 20th!
Price:
$85 $39.95 Race Fee + $3.32 SignUp Fee
Registration:
Price increases to $44.95 after January 31, 2025 at 11:59pm EST
Sign Up

Run Anywhere 8K

Price:
$88 $44.95 Race Fee + $3.61 SignUp Fee
Registration:
Price increases to $49.95 after January 31, 2025 at 11:59pm EST
Sign Up

Run Anywhere 10K

Price:
$93 $49.95 Race Fee + $3.90 SignUp Fee
Registration:
Price increases to $54.95 after January 31, 2025 at 11:59pm EST
Sign Up

Tour Of Key West (Virtual Tour)

This is not a competitive event! Chose this event if you want a nice tour of Key West. It will take you around some of the cool spots on the island. There are plenty of stores along the way to grab a drink or snack as you go. The idea is to have fun and be safe.
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Big Pecker Run Anywhere

Price:
$331.95 $185.00 Race Fee + $11.73 SignUp Fee
Registration:
Price increases to $200.95 after January 31, 2025 at 11:59pm EST
Sign Up

Lil Pecker Run Anywhere

Price:
$266 $135.00 Race Fee + $8.83 SignUp Fee
Registration:
Price increases to $150.00 after January 31, 2025 at 11:59pm EST
Sign Up
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