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

There are 10 running races in Key West, Florida in 2026. The next is the Way Gay 5K on June 6. Distances include 5K races.

Way Gay 5K

Sat, Jun 6 · Key West, FL Key West

Road 5K Walk5K

From $35 Open Closing Soon

Rotary Club of Key West 4th of July 5K

Sat, Jul 4 · Key West, FL Key West

Road Youth 5KAdult 5K

From $30 Open

Hemingway 5K Sunset Run

Sat, Jul 25 · Key West, FL Key West

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

From $37 Open Closing Soon

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 Virtual 5K +1

From $39.99 Open

Southernmost Half Marathon and 10K

Sun, Oct 11 · Key West, FL Key West

Road 10KHalf Marathon

From $59 Closed

Pole Vault in Paradise 2027

Thu, Jan 7 · Key West, FL Key West

Pole Vault in Paradise 2027

From $75 Open

2nd Annual Save Our First Responders 5K

Sat, Jan 9 · Key West, FL Key West

Save Our First Responders 5K

From $30 Open

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 Closing Soon

Running for Children's Rights to Both Parents - 13 of 50 Half Marathons in 50 States - Florida

Sun, Jan 17 · Key West, FL Key West

Virtual 5K (Virtual)10K (Virtual)1/2 Marathon (In-Person) +1

From $40 Open

Salute to Service presented by The Marker Resort

Sun, May 30 · Key West, FL Key West

Road 5K5k Walk5k Run

From $30 Open