Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 181 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
A community 5K at Rye Preserve in Parrish, FL with mixed terrain, a free kids Fun Run, organized warm ups and yoga, and a portion of fees donated to Foundation for Dreams.
Oceanfront 10K and 5K beach races at Anastasia State Park with virtual and shirt-only options; the event supports two local charities and includes a race packet with shirt, medal and bag.
Multiple-loop trail races at Colt Creek State Park on November 21, 2026 offering distances from 14 miles to 60 miles with three aid stations per loop.
A 10-mile night trail run at Jonathan Dickinson State Park, run on a marked lollipop loop through pine flatwoods and sand scrub. Registration includes park entry, a shirt, a finisher medal, and post-race refreshments; space is limited.
Backyard Ultra at San Felasco Hammock Preserve State Park where runners complete 4.167 mile loops each hour until one runner outlasts the rest.
Trail and family runs at Sand Hill Scout Reservation in Brooksville, featuring a 5K, a costume 2.5K Turkey Trot, and a 0.8K Color Fun Run.
Community Thanksgiving fun run at Eagle Lakes Community Park with 2.25 mile laps, prizes including a ham and a turkey, and a $10 entry fee.
A first annual 5K trail run and walk in Dunedin that starts at Highlander Park, includes a scenic Hammock Park section, and includes festival admission, T shirt and medal.
Charity 5K in Tallahassee on a flat shady course of paved and dirt trail, where well behaved dogs on non retractable leashes may run and canine awards are given.
A 5K trail run/walk at Otter Springs in Gilchrist County on 21 November 2026 with youth and adult divisions and proceeds supporting local high school athletics.
Thanksgiving 5K and kids races at Southern Hills Farm featuring chip timing, finisher medals, an apple cider donut, free coffee and ice cream.
Beach 5K in New Smyrna Beach on November 26, 2026 with chip timing, finisher medal, race shirt, water stations, and an after-race celebration at Flagler Tavern.
Turkey Day 5K Clermont is a Thanksgiving themed 5K at Waterfront Park in Clermont, FL, featuring finisher medals, race swag, and an out-and-back course on the Upper Tampa Bay Trail.
Thanksgiving morning 5K on the paved Upper Tampa Bay Trail in Tampa with costumes encouraged, finisher medals, music, and family-friendly activities.
A community 5K, 1-mile run, and kids' Tot Trot at FGCU Alico Arena in Fort Myers supporting the FGCU Cross Country program.
Thanksgiving Day trail runs at Critter Creek Farm Sanctuary in Gainesville offering 5K and 10K on a 3.1 mile loop through fields and single track trails.
Trail Hog in Venice FL on November 28, 2026 features a 13.1 miles, 10K, 5K and virtual run with race shirts, refreshments, music and age group awards.
Thanksgiving weekend trail races at Lake Louisa State Park offering 25K and 50K loop courses through sand hills, swamp forests and mostly singletrack.
Trail 10 mile and 5 mile races at Grayton Beach State Park in Inlet Beach FL with awards, finisher medals, guaranteed swag if registered by Nov 14 and non refundable entry.