Trail Running calendar near Pensacola 2026-2027

A loop-format ultramarathon at the Escambia County Equestrian Center near Pensacola, offering 15M through 100M on a 2.5 mile grass and dirt course with crew access, aid stations, chip timing, and USATF sanction.

A trailfest near Watercolor, Florida offering 5K, 10K and 10 Mile options on marked forest trails; proceeds support Operation Outdoor Freedom and all finishers receive shirts and medals.

A trail run through Conservation Park in Panama City Beach with 5K, 10K, and a Fun Run, held during the last day of National Estuaries Week. Proceeds support the St. Andrew and St. Joseph Bay Estuary Program.

Experience a scenic trail run through the long leaf pines of Blackwater River State Forest. Enjoy a post race BBQ and the opportunity to swim in Krul Lake after completing the half marathon course.

The Grayt Jackalope 10 and 5 miler features two trail courses starting and finishing at Grayton Beach State Park, with awards for top finishers and age group winners and packet pick up the day before at Fleet Feet Inlet Beach.

A coastal ultramarathon on 12/12/2026 in Pensacola tracing the Gulf shore between Big Lagoon State Park and Fort Morgan. Options include 50 Mile and 50K distances with solo and relay formats.

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.

A 10 mile loop and a 20 mile two-lap trail race on January 23, 2027, through Pt Washington State Forest, featuring natural trail terrain, an official race hoodie for entrants, and awards by course and age group.

Test your endurance at Coldwater Creek by completing ten 5k runs over 24 hours. Navigate single track trails and sandy roads while enjoying provided hot meals and on site camping at this unique ultra distance challenge.

A 50K trail ultramarathon at Point Washington State Forest near Santa Rosa Beach offering a 50K solo and a 3 person relay. The three lap course features sand, gravel, creek crossings and natural trail obstacles with a 9.5 hour limit.

An 8-hour trail ultra on a private deer ranch in Molino, Florida, using a 4.2-mile out-and-back loop. Options include individual, four-person team, and a 20# ruck division, with aid at the start and a water station at the turnaround.