Trail Running calendar near Okaloosa Island 2025-2026

The Guts To Try Ultra is an exciting running event held in Milton, FL, featuring various challenging races, including an 8-mile and a 25K run, as well as a unique Backyard Ultra format. This event encourages participants to push their limits while supporting the Special Operations Warrior Foundation..

Death by 5k Coldwater Creek is an exciting endurance event set in Milton, Florida, where participants challenge themselves to complete ten 5k runs over a 24-hour period. The event takes place at the Adventures Unlimited Outdoor Center, featuring a scenic loop course alongside Coldwater Creek. Runner..

The Bay to Breakfast 8K Trail Run is an exciting running event taking place at Big Lagoon State Park in Pensacola, Florida. Participants will enjoy the scenic beauty and challenges of an 8K trail run, followed by a delicious pancake and bacon breakfast at the Governor's Pavilion. The event emphasize..

The Gulf Coast Conservation Trailfest is an exciting running event taking place at Panama City Beach Conservation Park, featuring both 15K and 50K trail races. The park spans over 2,900 acres and offers 24 miles of scenic trails, making it an ideal location for runners of all levels. Participants ca..

The Blackwater 10 Mile Trail Run is an exciting running event organized by Run Pensacola, taking place at Blackwater State Park. Participants can expect a scenic point-to-point course along Juniper Creek Trail, featuring three aid stations with water and electrolyte drinks. Packet pickup is availabl..

The "Making Turtle Tracks" event is a 5K Fun Walk/Run held annually on the beautiful beaches of Panama City Beach, Florida. Organized by the Gulf World Marine Institute and Panama City Beach Turtle Watch, this event aims to raise awareness and funds for local sea turtle conservation efforts. Partici..

The Wildcat Ultras is an ultramarathon event taking place at the Escambia County Equestrian Center in Pensacola, FL. This 12th edition features multiple race distances, including 100 miles, 100K, 50 miles, 50K, and 15 miles, all set on a 2.5-mile loop primarily composed of grass and dirt. The event..

The Round the Bay Relay and Ultra is an annual running event held in Northwest Florida, featuring a scenic 36.8-mile course around Choctawhatchee Bay. This race, traditionally taking place in late December, includes both relay and ultra categories, attracting over 300 runners and around 40 teams. Pa..