Heroes and Villains 5K

07/26/2026

07/09/2026

🍹🏃 **READY TO RUN, WALK, STROLL... OR FLOP FOR MARGARITAS?** 🏃🍹

**Register now and save!** Price Increase 7.16.26 at 11:59PM EST

Join us on September 5th at 8:00 AM for the 3rd Annual Parrots & Margaritas 5K & Flip-Flop Mile as we celebrate Labor Day weekend at the festival called Just a Few Friends Key West!

🌴 Start & Finish: Kaya Island Eats
🎉 **Celebrate afterward** with a rockin' post-race party because... *Somewhere It's 5 O'Clock!*

🩴 **Not up for a 5K?** The **Flip-Flop Mile** (just ¾ mile) is for you! Get all the swag without the sweat. Grab your flip-flops, your friends, and your wagon cooler, then stroll your way to the party!

💻 **Can't make it to Key West?** Register as a **Virtual Participant** and join the fun from anywhere!

🌟 **Every participant receives:**
🍹 Parrothead T-Shirt
🥤 Margarita Souvenir Glass
🍺 1 FREE Margarita, LandShark Beer, or Soft Drink
🩹 FREE Booze Bandage (first 300 participants)
🍔 FREE Post-Race Food featuring Cheeseburger Sliders & Tater Tots

☀️ Paradise, margaritas, music, and an unforgettable Labor Day weekend—don't miss it!

Register- https://runsignup.com/Race/FL/KeyWest/ParrotsAndMargaritas5KAndFlipFlopMile?rsus=500-400-9f3d29da-ca3f-452b-98cd-8339b82328b6

11/26/2025

It's Time to Get Your Trot On! Register NOW and be part of this HUGE Thanksgiving Community Event!

Gather your flocks and join us for the 3rd Annual Southernmost Turkey Trot and the 1 Mile Rooster Romp on Thanksgiving Morning. Then stay for the post-race party at the Southernmost Point Bar in the USA and enjoy a FREE Mimosa!

Want More- check out the Double Trot with our friends at Hogsbreath Saloon Key West Florida- Hog Trot! 2 Races, 2 Days and get a FREE pint glass!

Register today and make this your new Thanksgiving Morning Tradition!

ALL PARTICIPANTS RECEIVE:
🍗Turkey Trot T-Shirt
🍗Festive Race Medal
🍗Free Mimosa at our Mimosa Bar (21+ Only)
🍗Picture with our Mascot Dash at the Southernmost Point Buoy
🍗Post-Race Party at the Southernmost Point Bar in the USA
🍗4 and under FREE

Military Welcome. Use Code HERO for 10% off.

Register- https://runsignup.com/Race/FL/KeyWest/SouthernmostTurkeyTrot

10/29/2025

It's Time to Get Your Trot On! Register NOW and be part of this HUGE Thanksgiving Community Event!

Gather your flocks and join us for the 3rd Annual Southernmost Turkey Trot and the 1 Mile Rooster Romp on Thanksgiving Morning. Then stay for the post-race party at the Southernmost Point Bar in the USA and enjoy a FREE Mimosa!

Register today and make this your new Thanksgiving Morning Tradition!

ALL PARTICIPANTS RECEIVE:
🍗Turkey Trot T-Shirt
🍗Festive Race Medal
🍗Free Mimosa at our Mimosa Bar (21+ Only)
🍗Picture with our Mascot Dash at the Southernmost Point Buoy
🍗Post-Race Party at the Southernmost Point Bar in the USA
🍗4 and under FREE

Military Welcome. Use Code HERO for 10% off.

Register- https://runsignup.com/Race/FL/KeyWest/SouthernmostTurkeyTrot

10/13/2025

Are you ready for Fantasy Fest 2025? We are excited to be the Official Monday Night Party! Come RUN/WALK with us and see why it's More Than a 5K... It's a PARTY!

NOT READY FOR A 5K? NO PROB!

🍸Register for the Tipsy Fairy Mile (.75 mile route) which begins after the 5K takes off. Get all the ENCHANTED SWAG and FREE SHOT at the SHOT STATION without all the sweat! Grab your drink, wagon coolers and fast-track your way to the Post-Race Party! It will be Magical!


This Bed-Time Stories and Magical Monsters Themed 5K kicks off at the Tiki House Key West on Duval Street at 6:00PM. You will Run/Walk your way down Duval and you will swing by Hard Rock Cafe where you will take a Eddy Vodka themed shot on the course. After the race, continue the fun at the Post-Race Party at the Tiki House Key West!


ALL PARTICIPANTS RECEIVE:
👉Official Fantasy Fest 5K T-Shirt
👉Whimsical Finisher Medal
👉Shot Station on the Course (21+)
👉Free TISPSY Themed Drink, Beer or Soft drink
👉FREE HOSTESS TW***IE CAKE
👉Post-race Party with Music at the Tiki House

REGISTER
https://runsignup.com/Race/FL/KeyWest/FantasyFest5K?rsus=500-400-3692e07e-0b86-4821-a47a-83e7b296aae0

As always our charity partner is REEF RELIEF

09/03/2025

Are you ready for Fantasy Fest 2025? We are excited to be the Official Monday Night Party! Come RUN/WALK with us and see why it's More Than a 5K... It's a PARTY!

This Bed-Time Stories and Magical Monsters Themed 5K kicks off at the Tiki House Key West on Duval Street at 6:00PM. You will Run/Walk your way down Duval and you will swing by Hard Rock Cafe where you will take a Eddy Vodka themed shot on the course. After the race, continue the fun at the Post-Race Party at the Tiki House Key West!

NOT READY FOR A 5K? NO PROB!

🍸Register for the Tipsy Fairy Mile (.75 mile route) which begins after the 5K takes off. Get all the ENCHANTED SWAG and FREE SHOT at the SHOT STATION without all the sweat! Grab your drink, wagon coolers and fast-track your way to the Post-Race Party! It will be Magical!

ALL PARTICIPANTS RECEIVE:
👉Official Fantasy Fest 5K T-Shirt
👉Whimsical Finisher Medal
👉Shot Station on the Course (21+)
👉Free TISPSY Themed Drink, Beer or Soft drink
👉FREE HOSTESS TW***IE CAKE
👉Post-race Party with Music at the Tiki House

REGISTER
https://runsignup.com/Race/FL/KeyWest/FantasyFest5K?rsus=500-400-3692e07e-0b86-4821-a47a-83e7b296aae0

As always our charity partner is REEF RELIEF

08/19/2025

READY TO RUN, WALK, STROLL OR FLOP FOR MARGARITAS? REGISTER NOW AND SAVE!

Join us on August 30th at 8:00AM and be part of the 2nd Annual Labor Day weekend celebration honoring Key West’s favorite son called Just a Few Friends Key West. We will start and finish in front of Irish Kevin's for this awesome 5K & Flip-Flop Mile event and rockin' post-race party because Somewhere it's 5 o'clock!

🩴NOT READY FOR A 5K? NO PROBLEM.

Register for the Flip-Flop Mile (only 3/4 a mile) which begins after the 5K takes off. Get all the Swag without the Sweat! Grab your drink, wagon coolers and flip-flops and fast track your way past the Shrimp Boat Sound Recording Studio and then to the post-race party!

PARTICIPATE IN-PERSON OR VIRTUALLY!

🌟ALL PARTICIPANTS RECEIVE:🌟
Party T-Shirt
Margarita Souvenir Glass
1 FREE Margarita/Landshark Beer/Soft Drink
FREE Booze Bandage (first 200 participants)
FREE Post Race Party Entry
FREE Post Race Food including Cheeseburger Sliders and Tator Tots

Register- https://runsignup.com/Race/FL/KeyWest/ParrotsAndMargaritas5KAndFlipFlopMile

07/17/2025

READY TO RUN, WALK, STROLL OR FLOP FOR MARGARITAS? REGISTER NOW AND SAVE!
Join us on August 30th at 8:00AM and be part of the 2nd Annual Labor Day weekend celebration honoring Key West’s favorite son called Just a Few Friends Key West. We will start and finish in front of Irish Kevin's for this awesome 5K & Flip-Flop Mile event and rockin' post-race party because Somewhere it's 5 o'clock!

🩴NOT READY FOR A 5K? NO PROBLEM.

Register for the Flip-Flop Mile (only 3/4 a mile) which begins after the 5K takes off. Get all the Swag without the Sweat! Grab your drink, wagon coolers and flip-flops and fast track your way past the Shrimp Boat Sound Recording Studio and then to the post-race party!

PARTICIPATE IN-PERSON OR VIRTUALLY!

🌟ALL PARTICIPANTS RECEIVE:🌟
Party T-Shirt
Margarita Souvenir Glass
1 FREE Margarita/Landshark Beer/Soft Drink
FREE Booze Bandage (first 200 participants)
FREE Post Race Party Entry
FREE Post Race Food including Cheeseburger Sliders and Tator Tots

Register- https://runsignup.com/Race/FL/KeyWest/ParrotsAndMargaritas5KAndFlipFlopMile