Trail Running Calendar Florida 2026-2027

Explore the Juniper Wilderness on the Florida Trail with the Two Prairies Ultra. This free 50K and 30K event starts at Pat's Island Trailhead, offering a scenic out-and-back course through the Ocala National Forest. Participation is limited..

The Gulf Coast Conservation Trailfest will take place in Panama City Beach on Saturday 14 March 2026. You can run between 5 and 50 kilometers.

Experience the magic of the Florida Everglades with the Miccosukee Glades Runner. Choose from three paved distances starting at the Miccosukee Indian Village and enjoy a day of running and family activities.

Run or walk through the scenic orchards and vineyards of Formosa Winery in Kissimmee. Participants enjoy chip-timed results followed by cider and homemade donuts at this unique venue near Walt Disney World.

Join the festive St. Patrick's Day run in Dunedin on the flat, paved Pinellas Trail. Choose from a 5K or 10K course, both starting at HOB Brewing Company. The event includes a medal, tech shirt, and a post-race party in a family and pet-fri..

The Picnic Island Ultra returns for its 8th year at Riverbend Park in Jupiter. This USATF-sanctioned event features a 10-hour and 6-hour fixed-time run, plus a half marathon, on scenic crushed shell trails. Participants aim to complete as m..

Explore the wild beauty of Florida's Hungryland Slough on a 14.3-mile loop through diverse ecosystems. Choose the 33-hour challenge to run multiple loops or test your speed in the 6-hour race. This flat but unpredictable trail adventure has..

A point to point 10 mile trail run along Juniper Creek Trail with three aid stations, finishers medals and shirts, awards for top finishers, and bus transport from Blackwater State Park to the start.

A kids' trail running series kicks off at Princess Place Preserve. Children race flat, dirt paths through the woods with distances by age group. Every finisher gets a wooden medal, and the event supports getting running shoes to kids in nee..

Run or walk with your dog on the beach at Jacksonville Beach to support dog rescue. Choose between a 5k race or a 1 mile fun run. The event includes medals for all and a party at a local pub afterwards.

This 10k race takes place on the flat, paved Archer Braid Trail in Archer, Florida. It's a professionally timed event with awards for age group winners. Entry is free for Florida Track Club members.

Trail of Payne at Paynes Prairie Preserve State Park offers a 5k, 10k and a 1 Mile Fun Run on mixed natural trails with variable surfaces, age group awards and overall trophies.

Test your limits at an endurance trail event in Niceville with distances ranging from 10 to 42 miles. Experience a loop race format through demanding terrain while supporting the Workshop of Wishes.

The Silver Springs Half Marathon will take place in Silver Springs on Sunday 29 March 2026. You can run between 3 and 13 miles.

A 6th annual 5k walk and run in Hollywood with an in-person race at Hollywood Beach Broadwalk on April 18, 2026 and a virtual edition from April 1 to April 18, 2026. Proceeds support a foundation for mental health and addiction awareness.

Celebrate 30 years of trail running at the Croom Fools Run in Florida's Withlacoochee State Forest. Choose from a 50 miler, 50K, or 16 mile race on a scenic, looped course through pine forests and rolling hills. All finishers get an award,..

Experience flat trail races through the scenic pines and lakes of Colt Creek State Park. Choose from a 5K, 10k, or Half Marathon with chip timing and a competitive run club challenge.

Experience a paved loop course around the salt mines of SunWest Park in Hudson. This memorial event offers timed 10K and 5K races alongside an untimed 5K walk or run to support local adaptive park programming.

Explore remote Florida wilderness on the rugged Ocean to Lake Trail system. This low-cost, old-school ultra features technical single-track through diverse landscapes like cypress strands and pine flatwoods. Race registration also supports..

Kick off the Dunedin Highland Games with this 5K trail run and walk. The scenic course starts and finishes at Highlander Park, venturing into Hammock Park. Registration includes a t-shirt, medal, and entry to the festival with Celtic music..