13 Races in Monroe County, FL

Run it. Walk it. Strut it. This Pride 5K is less about pace and more about presence. Bring the glitter, bring the attitude, and bring your full, fabulous self—because around here, we don’t just...

Since 1976, The Rotary Club of Key West has spearheaded fundraising efforts for Key West's annual Fourth of July fireworks display. We invite the community to continue your support and join us in...

Hemingway 5K Sunset Run in Key West, FL - community 5K race featuring great community spirit and atmosphere

Run, Walk, Stroll or Crawl for Margaritas!  Come Run/Walk on September 5th at 8:00AM and be part of the 3rd Annual Just a few Friends Key West. We will start and finish at Kaya Island Eats for...

“The 8-mile swim to Alligator Lighthouse is a challenge. It’s not for the faint of heart"  How it started When World Renowned Artist, Lighthouse Larry decided to swim, in his native town of...

Who We Are: Healthy Kids Running Series is a five (5) week running program in the spring and fall for kids Pre-K through 8th grade. Each HKRS Series takes place once a week and offers...

REGISTER HERE! Half Marathon (13.1 miles) 10K (6.2 miles) On October 11, 2026, runners will converge on the southernmost island in the contiguous United States and enjoy a break from the...

A flat, fast half marathon through the scenic streets of Key West, known for its festive atmosphere and beautiful ocean views. The event includes a run festival with multiple race distances and...

ON YOUR MARK, GET SET, GO!!! THE 2ND ANNUAL SAVE OUR FIRST RESPONDERS 5K Lace up for our heroes! Join us as we continue our mission during Monroe County’s annual First Responders Week. This event...

KEY WEST HALF MARATHON VOTED ONE OF THE 10 BEST HALF-MARATHONS ACROSS THE NATION FOR 2023 IN USA TODAY!!! CLICK HERE TO LEARN MORE!   Welcome to our 29th Year!   The 29th Annual Key West Half...

This is a virtual race open to supporters across the country who want to take action for children and families. Participants can run, walk, or move in their own community while supporting a...

All Finishers receive a Luxury Custom Sterling Silver Signature Pendant and Necklace, Custom Race Shirt, all Professional Race Photos, a Custom Tote Bag, Mimosas, and Continental Breakfast Food...

Join us over Memorial Day weekend to honor those who serve. The third annual Salute to Service will take place on Sunday, May 30, 2027 and finish with a Pool Party @ The Marker. A portion of...