Trail Running Calendar Florida 2026-2027

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.

Experience a fast and flat obstacle course race at the Burt Aaronson South County Regional Park. Choose from 5K sprints, endurance challenges, or kids races just minutes from the Florida coast.

Race through the heart of New Smyrna Beach in this inaugural five mile team adventure. Tackle over 20 puzzles and physical obstacles as a duo to compete for the fastest time or the best costume.

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.

Experience a scenic trail run through the historic Silver Springs State Park. Choose between several distances and enjoy the park's famous crystal clear springs and wildlife after the race.

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 the natural beauty of Florida at Colt Creek State Park with a chip timed trail run through pine forests and meadows. Choose between a 5K, 10K, or Half Marathon featuring finisher medals and a post race celebration.

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..

The Great Inflatable 5K features a course with 11 large inflatable obstacles like Leap of Faith and Mega Mountain. The event includes live music, food trucks, and a finisher medal for all participants.

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..

Enjoy a donut themed race in Tampa featuring distances from a Kids Dash to a Half Marathon. Participants receive custom medals and a fresh donut at the finish line.

Join the Kraken in Sarasota for a 5k or 10k race featuring finisher bottle openers and t-shirts for all runners. Enjoy a community event with awards for top performers across multiple age groups.

This trail run fundraiser supports the Safe Animal Shelter, with all proceeds going to care for homeless pets. Choose from a half marathon, 10k, or 5k on the flat, scenic Sandridge Trail in Jennings State Forest. It's a dog-friendly event w..

Join the fun at the DoNot Stop running event in Orlando, a donut-themed race with options from a kids dash to a half marathon. Every finisher gets a custom medal, event shirt, and a free donut. The event features chip timing and a virtual o..

Tackle the rolling hills and sandy trails of an old phosphate mine at the Funest 50K. This event offers 50K, 30K, and 10K distances on a challenging 10K loop course in Loyce E. Harpe Park. Runners can enjoy post-race food and support trail..

OCR Overload in Gainesville, Florida, offers a challenging 4.3-mile obstacle course with over 23 obstacles and a massive 140-foot finishing rig. The event also features a timed ninja run and a 5-mile trail run, plus food, drinks, and family..