Trail Running calendar near Pensacola 2026-2027

A point to point 10 mile trail run along Juniper Creek Trail with three aid stations, finishers medals and shirts, awards for top finishers, and bus transport from Blackwater State Park to the start.

Test your limits at an endurance trail event in Niceville with distances ranging from 10 to 42 miles. Experience a loop race format through demanding terrain while supporting the Workshop of Wishes.

Experience Alabama's longest stretch of coastline in this 50k sand run from Fort Morgan to the Florida state line. This point to point event features remote beaches, mandatory bridge crossings, and a finish at the iconic Flora Bama.

Do It In The Bush 5K & Fun Run takes place on the cross country trails of Chickasabogue Park. It includes a family friendly fun run and benefits a local scholarship fund. The event concludes with an end of year party and awards ceremony.

The Wildcat Ultras features a friendly, loop-based course on grass and dirt paths in a Florida park. Runners can choose from five distances, enjoying frequent crew access and a fully stocked aid station. The event offers on-site camping and..

Run a half marathon through the scenic trails of the Krul Lake Recreation Area in Florida's Blackwater River State Forest. After the race, join a lakeside party with food and awards. The event is held on November 14, 2026.

A 36.8 mile relay and ultra around Choctawhatchee Bay in the Destin area, traditionally held the last week of the year. The event features six unofficial legs, staggered starts for teams and an associated 5K recovery run.