Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 207 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
October 2026
A Florida-based series of off-road endurance events featuring recurring 5K and 10K trail runs, cross country races, and longer mountain-bike competitions.
Trail and ruck events of 5 and 10 miles at Jennings State Forest on October 18, 2026, featuring the Sawyer Trail, Many Seeps Bridge, cupless aid station, and awards.
A USATF sanctioned 24 hour event at Gulf Coast State College where participants run one mile every 30 minutes, with individual and two person relay options.
Trail race in San Felasco Hammock Preserve State Park near Alachua FL offering 25K and 50K loops, staffed aid stations, finisher awards, and proceeds to Friends of San Felasco.
A Halloween-themed trail event on October 24, 2026 in Ocala with 5K and 10K run and ruck options plus challenge entries.
An 8K trail run through Weedon Island Preserve on October 24, 2026, featuring boardwalk and dirt trails, coastal views, and proceeds benefiting Friends of Weedon Island.
An evening 5K in Sebastian with a haunted trail and family activities; proceeds support counseling and peer support for local first responders.
6th Annual Halloween Hustle at Jonathan Dickinson State Park offers in person and virtual 5K trail races with chip timing, included shirt and medal, and age-group awards.
Community 5K trail run in Englewood on October 24, 2026 benefiting Dollars for Mammograms and the Englewood YMCA, with a kids fun run, awards, and post-race activities.
An off road Halloween 5K at Waldo MX with obstacles, infected zones, and flag football style life flags to protect; open to ages 8 and up.
A Halloween themed trail marathon and half marathon in Ocala on October 24, 2026, run mostly on dirt trails from Baseline Trailhead Park with marked aid stations and finisher medals.
Trick-or-Trot 5K Trail Run in Palm City on October 24, 2026 benefits House of Hope, features a costume contest, race swag, and a food drive.
A free three mile trail run led by county biologists through the sandy scrub at Juno Dunes, meeting at Bert Winters Park in Juno Beach.
Trail race in Palm Coast, FL offering 50K, 24K and 12K on hammock shaded singletrack by the Atlantic, with finisher awards and a 125 runner limit.
Clay surface 5K and 15K on 5 Mile Road in Clermont, FL with out and back courses, chip timing, finisher medals and a virtual option.
An evening Halloween 5K in Clermont on October 31, 2026, with spook zones, a costume contest, a DJ, a kids' trick-or-treat trail, and a virtual 5K option.
A family-friendly fun run and walk at Big Lagoon State Park on October 31 with prizes, snacks and race T-shirts; tickets available via Eventbrite.
November 2026
PHSC hosts a flat 5K and a 1 Mile run/walk on November 1, 2026 at PHSC West Campus with awards, participant shirts, and post-race refreshments.
Free guided three mile trail run through the pine and scrub trails of Seacrest Scrub Natural Area in Boynton Beach on November 4, 2026.