Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 201 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
November 2026
Free guided three mile sunset trail run through pines and scrub sand at Seacrest Scrub in Boynton Beach; water cooler available, no restrooms onsite.
Evening cross-country races at Cecil Field with free entry, a 5K and a 3.1 mile relay, post-race BBQ and a fundraiser for a high school scholarship.
A multi day gravel cycling and running event at All Tech Raceway in Lake City, Florida featuring long rides, a 5 km run and youth bike races.
Trail races near White Springs Florida on November 7, 2026 offering 50K, 25k, and 10k distances with aid stations and time cutoffs, benefiting the Florida Trail Association.
Chip-timed trail races at Lake Louisa State Park with 5K, 10K and half marathon courses through pine forest and lakeshore plus team and age-group awards.
Adventure races at Jonathan Dickinson State Park on November 7, 2026 with three hour and six hour formats featuring trekking, paddling, and mountain biking.
Light of Hope 5K and Fan Fest in Fort Lauderdale is an afternoon 5K with a virtual option supporting the South Florida Donor Network; packets include timing chip, shirt, and medal.
A multi-distance trail event on an 11.9 mile loop at Dunns Creek State Park near Pomona Park FL featuring a 100 mile option, on-course aid stations and camping at Runner's Village.
Multi-distance timed event at Ravine Gardens State Park in Palatka with a USATF measured two mile loop, aid stations, night running requirements and professional timing.
A one-day event in Arcadia FL on 11/07/2026 featuring a 5K trail run, 15K mountain bike race, a combined 20K challenge, and post-race food and activities.
In person 5K run/walk at University of West Florida on November 7, 2026 and a virtual 5K or more challenge benefiting NAMI Emerald Coast and EscaRosa Suicide Prevention Coalition.
Community 5K run and 5K walk at Anthony Pleasant Park on November 7, 2026, organized by the Century Lions Club with age group and overall awards.
A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.
Women only 5K beach run/walk at Jacksonville Beach Seawalk Pavilion on Nov. 8, 2026, with chip timing, awards, a festival village and concerts after the race.
Three hour in person trail run in Big Cypress near Ochopee FL, organized by Bearly Runners with meetup at Cross Seminole Trail Entrance.
Across Florida 200 is a fully supported 200 mile point to point trail run from Yankeetown to St Augustine held Nov 11–15, 2026 with a 96 hour cutoff.
Obstacle-course event in Dade City FL on November 14, 2026 with a 5 to 7 mile race, a 3 mile blitz, kids courses, spectator access and parking options.
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.
Veterans Run in Tampa features 5K, 10K, half marathon and 15.5 mile out and back races plus virtual options along the Courtney Campbell Causeway.
A family mud obstacle event in Ave Maria, FL on Nov 14, 2026 where parents and children complete the same 1.5 to 2 mile lap together, ages 5 and up, no clock.