Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 161 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
September 2026
Community 5K, 10K and one-mile run/walk in downtown Jacksonville on September 26, 2026, organized to raise funds for the Emerald Trail.
Third annual trail run in Conservation Park Panama City Beach on September 26, 2026 supporting the St. Andrew and St. Joseph Bays Estuary Program.
A multi distance running event in Tampa with a half marathon, 10K, 5K, 1 mile, kids dash and virtual option. Features include chip timing, designer shirts and finisher medals, with youth pricing for ages 12 and under.
A 3 miles obstacle course at Camp Winona in De Leon Springs with over 17 obstacles, race T-shirt, finisher's medal and a pancake breakfast; two pricing periods apply.
A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The event support..
A race day at Jay Blanchard Park on 09/27/2026 with distances from a 50 m kid's dash to a 13.1 mile half marathon, chip timing for main races, event shirts and medals, plus volunteer and virtual options.
A 5K at Wickham Park in Melbourne with in-person and virtual options, finisher medals, age-group and team awards, and proceeds benefiting Florida Wildlife Hospital.
5K and 10K cross country runs at Amelia Earhart Park on mixed asphalt, grass, and dirt; children under 15 run free with a signed waiver.
October 2026
The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.
A timed climb of 861 steps to the rooftop of Tampa City Center with official timing to the 39th floor, bailout floors, water stations and on site medics.
Experience the scenic Nocatee Greenway Trails in Ponte Vedra Beach with race distances including 10 miles, 10K, and 5K. This event features road and trail running alongside a dedicated 5K ruck and virtual race options.
Orlando Spartan Weekend at Lake Nona features sprint and super obstacle races, kids events, a Hurricane Heat and an obstacle workshop across Oct 9 to 11, 2026.
Lutheran Counseling Services holds the We Care 5K on October 10, 2026 in Longwood to raise funds and awareness for mental health. The event offers an in person 5K along parts of the Seminole Trail and a virtual 5K option.
A Halloween themed trail event in Englewood on October 17, 2026 featuring a 5K run and a 1 mile walk, costume awards, finisher medals, post-race refreshments, and proceeds supporting the Zoomers Scholarship Fund.
The Itch is a point to point 50K on the Florida National Scenic Trail West Corridor on October 17, 2026, running from Lake Kerr Road CR-316 to the Baseline Road Trailhead in Ocala. The route uses trail blazes, has on course aid and one drop bag zone,..
Camo & Cobwebs 5K and 1 Mile Fun Run/Walk on the Pinellas Trail in Dunedin, Florida supports Club-214 Land & Sea. The event features a timed 5K with awards, a family-friendly 1 Mile, a costume contest, and proceeds for veteran services.
A 5K event at DeLeon Springs State Park offering in-person and virtual options, chip timing, race shirt and medal, and fundraising support for Friends of DeLeon Springs State Park.
An urban 5K adventure race and a shorter untimed fun run at Independence Landing in Tallahassee on October 17, 2026. The 5K features at least five challenges along the route and finishers receive medals.
Trail running event at Amelia Earhart Park on October 18 2026 offering 5K and 10K distances, with free entry for children under 15 and packet pick up at the park.
A 24 hour event at Gulf Coast State College in Panama City FL where runners complete one mile every 30 minutes, with solo and two person relay options.