Trail Running Calendar Florida 2026-2027

A trail event in Withlacoochee State Forest offering 50 mile, 50K and 16 mile races on a 16 mile loop with staffed aid stations, tech shirts, finisher awards, and a limited field.

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.

Turtle Trot 10K & 5K at SunWest Park in Hudson, FL features timed 10K and 5K races plus an untimed 5K fun run on a paved path around old salt mines, with proceeds supporting the PAIR inclusive recreation program.

Trail races in the JW Corbett Wildlife Management Area near Loxahatchee FL offering 50 Miler, 50K and 18 Miler on technical single track through varied, sometimes wet Florida habitats with 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..

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 charity trail event in Middleburg, Florida on the Sandridge Trail supporting Safe Animal Shelter. Options include a half marathon, 10K, or 5K on marked forest trails with aid stations, awards, and participant swag.

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 of 10k, 30k and 50k at Loyce E Harpe Park in Mulberry Florida on marked sand and dirt mountain bike trails. The looped course features rolling hills, limited fields, aid stations and finisher awards.

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.

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.

On April 19, 2026 the Withlacoochee event offers marathon, half marathon and 10K on natural forest trails with three aid stations, primitive on site camping, and limited race day registration; a rollover credit replaces refunds.

Trail races at Jonathan Dickinson State Park in Hobe Sound, FL, include a 50K, a Heavy Half and a kids' free fun run. Courses cover 16 natural communities and include stretches of soft sugar sand dunes.

Experience a scenic trail run through 250 acres of pristine woods and shaded hammocks in Punta Gorda. Support a residential school for youth while enjoying distances from 5k to 15k and a festive post race breakfast.

Experience the heart of Florida on a 100 or 50 mile journey through the historic Marjorie Harris Carr Cross Florida Greenway. This endurance run features scenic pine forests, diverse wildlife habitats, and a supportive trail community.

The Emerald Coast Mud Run in Defuniak Springs is an obstacle course event featuring competitive and open 5k and 10k races, plus a kids' fun run. Participants navigate 25-30 mud-filled obstacles. The event also supports orphan populations wo..