Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 190 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
August 2026
Free guided trail run at Seacrest Scrub covering about 3 miles on mainly sandy natural trails through pines and scrub, with registration closed and a waiting list available.
September 2026
Multi-distance ultramarathon at the Escambia County Equestrian Center in Pensacola, featuring a 2.5 mile grass and dirt loop and USATF sanctioning.
Out and back ultramarathon on the Pinellas Trail in St. Petersburg covering just over 46 miles on September 5, 2026.
A charity event in Milton, FL offering a 1 Mile and an all-terrain 5K, with hydration stations, shuttle service, and half of ticket sales donated to cancer charities.
A chip timed 5K on Daytona Beach with in person and virtual options, a barefoot division, and a free 100 meter kids run for the first 30 children.
A community run and walk on September 7, 2026 at JR Alford Greenway in Tallahassee supporting mental health awareness and suicide prevention. Options include a timed 5K, an untimed 5K, a 1 mile walk and event T shirts.
Two day cross country festival at Apalachee Regional Park in Tallahassee with collegiate, high school, middle school and open heats held under the lights.
A 9/11 memorial stair climb at the Hard Rock Guitar Hotel in Hollywood Florida offering 110, 72 and 36 story climbs to honor first responders and raise funds.
A night trail event in Green Swamp near Dade City offering a half-marathon and a ruck option, marked trail, aid station at the turnaround, awards, and a post-race potluck.
Trail ultrarun at Riverbend Park in Jupiter FL offering a 50K, a 12 hour loop option, and a fun run with proceeds benefiting the Florida Trail Association.
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 9K plus 3-, 6-, and 12-hour running and rucking event on a 2.75 mile loop in Jennings State Forest supporting local recovery organizations.
Back to School Bash in Eustis is a trail run at Central Florida Bible Camp with a 1.6 mile loop, ten field day stations, and three divisions.
Two loop trail races at San Felasco Hammock Preserve State Park on September 12, 2026, with 3.8-mile and 8.3-mile courses. There are awards, post-race snacks, a $20 entry fee, and park parking fees.
A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.
Trail races of 25K, 8K and an 8K walk across the Oxbow Eco Center trails in Port St. Lucie with proceeds supporting environmental education.
A community 5K on Jacksonville Beach on September 19, 2026, benefiting the Betty Griffin Center with shirts, medals, finish-line photos and top-finisher prizes.
A free scavenger hunt run from 1st Place Sports San Marco with New Balance shoe demos, teams of 4 to 5, photo clue stops, post-run breakfast and prizes.
Timed lap event at Lake Hollingsworth in Lakeland, FL offering 12 hour, 6 hour and 12 hour five-person relay formats on a 2.84-mile paved lap.