Trail Running calendar near Okaloosa Island 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.

Trail races of 5K, 15K and 50K take place at Panama City Beach Conservation Park, a 2,900 acre area with 24 miles of trails and boardwalks through cypress domes. The course is flat compact sand with some gravel and has aid stations.

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.

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.

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.