Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 161 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
February 2027
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 at Lake Apopka from 5K to 30K on packed lime rock and hard-packed Northshore trails, with support stations and awards; starts and finishes at Magnolia Park.
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 on Feb 13, 2027 with a legacy entry option requiring finishes from 2022 through 2026. Includes age group awards, prize money, and free participant photos.
Trail-run, hike and walk options from 5K to half marathon through Seminole State Forest near Sorrento, FL. The event is a charity sponsored by Tracked Chair Adventures, Inc., a nonprofit 501(c)(3), with published registration fees and dates.
Trail races at Manatee Springs State Park on February 19 and 20, 2027 include 5K, 10K and a half marathon on smooth, shaded trails. Weekend bundle options include a special finisher item and race swag.
Multi-distance ultramarathon along Florida's Space Coast and Treasure Coast, limited to 100 runners and requiring support crew.
A trail 50K on February 20, 2027, starting at Point Washington State Forest Eastern Lake Trailhead with three laps or a three person relay. Long sleeve tech shirt, finisher medal and awards are offered, plus a U4 Club for sub four hour solos.
Trail run in Cary State Forest near Jacksonville offering 25K and 50K with aid stations, eight hour cutoffs, awards, after-race lunch, and proceeds to kids' running programs.
Experience a scenic trail race through the Carlton Reserve in Venice with distances ranging from 5k to 15k. Enjoy post race snacks and unique handmade wood awards in a festive community atmosphere.
An obstacle course racing weekend at Diamond D Ranch in Jacksonville featuring Sprint and Super races, kids races, trail distances, team starts, and spectator access.
An 8 hour trail event in Molino Florida on a 4.2 mile out and back loop across a private deer ranch with team, individual and ruck divisions.
A community 5K at Marion County Airport in Dunnellon that combines varied trail surfaces and the sights and sounds of aircraft. Age-group medals and a Traveling Cup for the fastest team are part of the event.
Trail event at Holloway Park near Lakeland, FL offering 10k, 30k, 50k and a five person relay on a groomed cross country course.
Trail races at Diamond D Ranch near Jacksonville mix mostly non-technical terrain with occasional muddy, ankle-biting sections and options for 10K and half marathon distances.
March 2027
Experience a unique single loop trail run through the Withlacoochee State Forest featuring 33 1/3 mile, half marathon, and 6K distances. Enjoy riverside trails and celebrate your finish with a post race barbecue and handcrafted medals.
A road race around the Everglades' Shark Valley loop hosted by the Miccosukee Tribe, offering 5 km, 16.5-mile and 50 km distances on pavement with aid stations, on-course support, finisher medals and family activities.
A spring trail ruck in Live Oak, Florida on March 13, 2027 featuring a 7-mile loop, optional weighted rucks, multiple loop distances, and finisher awards.
A chip timed 5K run/walk at Formosa Winery in Kissimmee on March 14, 2027. Registration includes a T-shirt, a medal that doubles as a bottle opener, a pour of cider and a homemade cider donut.