Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 203 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 well marked 5K loop on the Florida Trail in Ocala with running and rucking divisions, live timing, race day packet pickup, and a custom finisher medal; ruck entrants must meet specific weight and pack rules.
A family friendly 5K color run at St. Johns County Fairgrounds on November 14, 2026, with a $25 entry that includes a shirt and medal; free registration for ages 2 and under.
Support cancer patients and their families by participating in a 5K trail run or walk through the scenic paths of Riverbend Park or joining virtually from any location.
A 5K trail race at Halpatiokee Park in Stuart, Florida, organized by the Cooper Steadman Foundation to raise funds for families of children with childhood cancer.
Final RUN Manatee event at Rye Preserve in Parrish, FL featuring a 5 km trail run, a 0.25 km fun run, yoga, vendors and charity support.
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.
Multi-distance trail event at Colt Creek State Park on November 21, 2026, offering loop courses of 60M, 45M, 45K and 14M 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.
Test your endurance at this Backyard Ultra in Florida where runners complete 4.167 mile loops every hour until only one remains on the trails of San Felasco Hammock.
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.
A Thanksgiving fun run at Donna Fiala Eagle Lakes Community Park with a 2.25 mile loop, prize hams and turkeys, free T-shirts for early registrants, and a $10 entry fee.
First annual Kilted 5K walk and run in Dunedin with a trail through Hammock Park; entry includes a T-shirt, medal, and admission to the Dunedin Celtic Festival.
A free 60K out-and-back ultramarathon on Sarasota's Legacy Trail on November 22, 2026, organized by the Manasota Track Club with a ten-hour cutoff.
Thanksgiving themed 5K and kids dashes at Southern Hills Farm in Clermont with chip timing, finisher medals, free local coffee and apple cider donuts.
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 campus 5K supporting the FGCU Cross Country program, with a 1-mile fun run and a free Tot Trot for kids.
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.
Experience the diverse ecosystems of Lake Louisa State Park with a 25K or 50K trail race featuring sandy hills, singletrack trails, and expansive lake views in Clermont.