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!
January 2027
Trail 5K and new single-lap 12K through Harns Marsh and West Marsh in Lehigh Acres, chip-timed with medals, shirts, and awards during the Wings Over Water Festival.
A two day out and back on the Spring-to-Spring Trail at Gemini Springs Park offering 5K to 50K distances with cupless aid and a manual finish clock.
Experience a USATF sanctioned track ultra in Mirimar Florida with timed races ranging from 6 to 48 hours at a world class athletic complex.
Multiple distance trail event in Christmas, Florida on January 30 and 31, 2027, featuring rarely traveled single track through several state forests and notable birdlife.
Experience the single loop trails of Carlton Preserve in Venice Florida with 50k 25k and 5k race options featuring mixed single and dual track terrain.
Pine Island trail 5K with family and parent child entries, medals, tech shirts and proceeds supporting the local Kiwanis club.
A six-hour trail challenge in Lakeland where runners complete a 5K every hour; finish all six laps to earn a medal, patches and a spot on the national leaderboard.
Experience the diverse terrain of Florida’s Pioneer Trail with a 50k, marathon, 12k, or 7k race featuring technical sections, stream crossings, and scenic ravine vistas.
February 2027
A 12-hour, donation-supported trail run at Whispering Pines Park featuring a marked 5-mile loop through shaded single- and double-track trails. Participants may complete as many laps as they wish and receive an award after two loops.
Fourth annual Wagging Tails on the Trails at Pepper Park Riverside features 5K and 9K trail runs along mangroves, a free Puppy Dash for ages 10 and under, and dog-friendly amenities including water stations and finish-line treats for dogs.
A trail event at Lake Manatee State Park on February 6, 2027 with 5K and 10K courses through dirt paths, sand and pine corridors. The race features chip timing, finisher medals, post race snacks and age group awards.
Trail races at Bone Valley ATV Park include a 10K, 5K, and a 1 mile color run on hilly, uneven trails. Back to back challenge options require an 18 minute per mile pace and awards are given by age category.
Test your endurance at Florida’s premier backyard ultra where runners complete a 4.166667 mile loop every hour until only one person remains standing.
A fundraising 5K in Ormond Beach with in-person and virtual options. Proceeds benefit The Heterotaxy Connection and registration includes chip timing, a shirt, and a finisher medal.
Evening trail races at Colt Creek State Park offering 5K, 10K and a combined 15K challenge with headlamps required for the 5K and finisher medals for all.
Experience the Sombrero Ultra Running Festival in Florida, featuring timed events ranging from 3 to 48 hours for individual runners and relay teams on a supported loop course.
Test your endurance at Coldwater Creek by completing ten 5k runs over 24 hours. Navigate single track trails and sandy roads while enjoying provided hot meals and on site camping at this unique ultra distance challenge.
Trail races and a virtual option follow the Lake Apopka North Shore Loop Trail from Magnolia Park, with distances from 5K to 30K, cupless format and required personal hydration.
A community running and walking event on the paved Blackwater Heritage Trail in Milton, FL, offering a 13K race with awards, a 2.7 mile fun run/walk with prizes, para divisions, and a shirt purchase option.
A 10.25 mile trail race in Naples Florida on Feb 13 2027 with mixed terrain, age group awards, prize money, and a Legacy entry for five-time finishers; no dogs allowed.