12 Races in Monroe County, FL

July 4th 5K in Key West benefiting the Edward B. Knight Vocational Scholarship Fund.

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...

8-mile open water swim challenge to Alligator Lighthouse, capped at 350 swimmers.

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...

A scenic 5K run/walk at Truman Waterfront Park, Key West, supporting first responders' mental health.

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...

A women's luxury half marathon in Islamorada, Florida Keys, with lottery registration.

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...