Trail Running calendar near Pensacola 2026-2027

A three‑lap trail 50K near Santa Rosa Beach with solo and relay options, sandy and wooded terrain, creek crossings, finisher medals, age group awards, and a special award for solo finishers under four hours.

Choose your challenge on the scenic Blackwater Heritage Trail with a 13 km race or a 2.7 mile family-friendly fun run. The event welcomes all ages, strollers, and leashed dogs for a community-focused morning. Join the post-race celebration..

An 8K trail run through the scenic Big Lagoon State Park in Florida. The event includes a pancake and bacon breakfast for all finishers at the Governor's Pavilion. Race packets can be picked up in advance or on the morning of the event.

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.

A multi-distance endurance event in Niceville, Florida on March 28, 2026, featuring looped ultra and road races from 10 to 35 miles. Entry includes a shirt and swag, and proceeds support A Special Wish Foundation.

The 5K for the Bays will take place in Rosemary Beach on Saturday 2 May 2026. You can run between 5 and 10 kilometers.

Run Alabama's longest contiguous stretch of coastline from Fort Morgan to the Florida state line. This 50k ultramarathon is a unique challenge contested entirely on the sand beaches of the Gulf Coast.

Wildcat Ultras is a loop based ultramarathon at the Escambia County Equestrian Center in Pensacola offering 100, 100K, 50, 50K and 15 mile distances with chip timing, a centrally located aid station, and RV parking.

Trail half marathon and 5K at Krul Lake in Milton, Florida on November 14, 2026. The courses run through long-leaf pines and the event includes post race awards and a family friendly party with Hot Spot BBQ.

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.