Trail Running calendar near Rosemary Beach 2026-2027

Looped ultra races at the Escambia County Equestrian Center in Pensacola with a 2.5 mile mostly grass and dirt loop. Distances range from 15 miles to 100 miles, with chip timing, aid stations, RV parking and finishers' awards.

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 running event at Conservation Park in Panama City Beach on September 26, 2026 that raises funds for the St. Andrew & St. Joseph Bay Estuary Program. Distances include a Fun Run, 5K and 10K on mixed trail and boardwalk terrain.

A 24-hour running challenge on a USATF-sanctioned one-mile loop at Gulf Coast State College, featuring solo and 2-person relay formats and a rule of one mile every 30 minutes. Runners must be 16 or older and pets are not allowed on campus.

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 36.8 mile loop around Choctawhatchee Bay on December 27, 2026, offered as an ultra or as relays for two to six runners. The course passes through Destin, Bluewater Bay, Niceville, Valparaiso, Shalimar and Fort Walton Beach.

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 community running and walking event on the paved Blackwater Heritage Trail in Milton, FL, offering a 13K race with awards, a 2.7 mile fun run/walk with prizes, para divisions, and a shirt purchase option.

A trail 50K on February 20, 2027, starting at Point Washington State Forest Eastern Lake Trailhead with three laps or a three person relay. Long sleeve tech shirt, finisher medal and awards are offered, plus a U4 Club for sub four hour solo..