Trail Running Calendar Florida 2026-2027

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.

Trail races on a 16 mile loop in Withlacoochee State Forest offering 50 mile, 50K, and 16 mile options; aid stations, drop bag access, tech shirts, finisher awards, and a post-race picnic.

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.

Trail races of 50 miles, 50K and 18 miles through JW Corbett Wildlife Management Area in Loxahatchee, FL. Technical single-track on the Ocean to Lake Trail with orange blazes, varied habitats, wildlife, and a 13 hour cutoff.

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.

A trail run in Middleburg, Florida supporting Safe Animal Shelter with proceeds donated to the shelter. Routes on Sandridge Trail include a half marathon, a 10K and a 5K with marked courses, aid stations for the longer distances, and on sit..

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..

Trail races on mountain bike trails at Loyce E. Harpe Park in Mulberry, FL, using a 10 km loop for 10k, 30k or 50k. The course features rolling hills, sand and dirt trails, generous markings, limited fields and finisher perks.

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..

Experience a unique trail and beach run through mangrove estuaries and coastal dunes at Lovers Key State Park. Choose between a 5k run or 1 mile fun run with proceeds supporting local park preservation.

The Savage Race - North Florida will take place in Alachua on Saturday 18 April 2026. You can run between 3 and 6 miles.

Experience a unique sunrise run on the beautiful sands of Englewood Beach featuring a 5K and 1 Mile fun run. All finishers receive a custom sea turtle beach towel and a special magnetic medal.

Experience the 3rd annual Race for the Planet 5K at Babcock Ranch. Enjoy a scenic route through trails and sidewalks in Punta Gorda with timed and untimed options for all participants.

Run or walk a scenic 5K through the North Jupiter Flatwoods, Florida's first certified autism-friendly trail. This off-road event at The Els Center of Excellence is a fundraiser supporting autism awareness. The day also features a sensory-f..

Join this military inspired team challenge featuring a 2 mile ruck march and obstacle course to determine which branch is the best in Fort Pierce.

Experience the rugged beauty of Florida at the Withlacoochee Trail Marathon. Explore scenic sandhills and oak forests on natural trail loops with marathon, half marathon, and 10K distances available.