Running Races in Key West, Florida 2026 | Browse All Races | My Next Race

There are 14 running races in Key West, Florida in 2026. The next is the Earth Day 5K Run/Walk on April 18. Distances include 5K races, ultras.

Earth Day 5K Run/Walk

Sat, Apr 18 · Key West, FL Key West

Road Earth Day 5K RUN/WALK

From $25 Open Closing Soon

Mariners March 5K Run/Walk

Sat, Apr 25 · Key West, FL Key West

Road Mariners March 5K Run/Walk

From $30 Open

Run for Rhonda

Sun, May 3 · Key West, FL Key West

Virtual 1 Mile Run for Rhonda5K Run for Rhonda5K Virtual Run for Rhonda

From $35 Open

Menendez Miler 5K Run/Walk

Sat, May 9 · Key West, FL Key West

Road Menendez Miler 5K Run/Walk

From $25 Open

KEYS100 Ultramarathon

Sat, May 16 · Key West, FL Key West

Road 50 Kilometer Individual Ultra50 Mile Team Relay50 Mile Individual Ultra +2

From $230 Open

Salute to Service presented by The Marker Resort

Sun, May 24 · Key West, FL Key West

Road 5k Walk5k Run

From $45 Open

Way Gay 5K

Sat, Jun 6 · Key West, FL Key West

Road 5K Run5K Walk

From $35 Open

Rotary Club of Key West 4th of July 5K

Sat, Jul 4 · Key West, FL Key West

Road Adult 5KYouth 5K

From $30 Open

Hemingway 5K Sunset Run

Sat, Jul 25 · Key West, FL Key West

Virtual 5K Walk (In person event!)5K Run (In person event!)Virtual Run Anywhere 5K +1

From $37 Open

Parrots and Margaritas 5K Run/Walk

Sat, Sep 5 · Key West, FL Key West

Virtual Flip Flop Mile (Untimed)Parrots and Margaritas 5K RunParrots and Margaritas 5K Walk +1

From $39.99 Open Closing Soon

Southernmost Half Marathon and 10K

Sun, Oct 11 · Key West, FL Key West

Road Half Marathon10K

From $59 Closed

Pole Vault in Paradise 2026

Thu, Jan 7 · Key West, FL Key West

Pole Vault in Paradise

From $75 Closed

2nd Annual Save Our First Responders 5K

Sat, Jan 9 · Key West, FL Key West

Save Our First Responders 5K

From $30 Open Closing Soon

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

Sat, Jan 16 · Key West, FL Key West

Virtual Key West Beach N' Beer MileRun Anywhere 5KKey West 5K +11

From $39.95 Open