Trail Running Calendar Florida 2026-2027

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..

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..

Run on the scenic hiking and horse trails of the Withlacoochee Forest. Choose from a marathon, half marathon, or 10K loop course. All finishers get an award, and on-site camping is available the day before.

A trail adventure at Jonathan Dickinson State Park in Florida. Runners can take on a 50K or a 14.4-mile "Heavy Half" course through diverse natural landscapes, including challenging sugar sand dunes.

Run through the scenic woods of a 250-acre camp in Punta Gorda. This trail run offers 5k, 10k, and 15k distances with proceeds supporting a local school. Enjoy a family friendly day with a kids dash and post race food.

Event Overview The Skunk Ape 100 Mile Endurance Run takes place on the Marjorie Harris Carr Cross Florida Greenway in Ocala, Florida. The course is a roughly 50-mile out-and-back route on the Florida National Scenic Trail and paved paths wi..

A 5K trail run through San Felasco Hammock Preserve State Park in Alachua on April 25, 2026, raising funds and awareness for Anew, a nonprofit supporting survivors of human trafficking.

The Stomp Out Suicide Trail Race is a scenic event on May 2, 2026, in Dade City. It features a 10K, 5K, and 1-mile run/walk on shaded trails to raise awareness for suicide prevention. All participants get a shirt, snacks, and a finisher's a..

The Tick is a rugged 57.41-mile wilderness adventure on the Florida National Scenic Trail through Ocala National Forest. Crew support is mandatory for this point-to-point, no-frills ultramarathon. Participation is free but capped, with a su..

Turkey Creek 5K Trail Run takes place May 23, 2026 in Palm Bay at Turkey Creek Sanctuary. The event offers an on-site 5K and a virtual 5K with race shirts, medals for the first 300 registrants, finish-line refreshments and age-group awards.

Tackle a scenic single-loop trail course through Florida's Withlacoochee State Forest. Choose from a 50K, 25K, or 10-mile race, all starting and finishing at Holder Mine Campground. Expect full support, a post-race picnic, and a custom awar..

Run a remote 100K point to point from Port Mayaka to Hobe Sound beach on a scenic Florida trail. This race traverses diverse ecosystems with a strict 18 hour limit and requires a crew.

Run the trails of Croom Park at night in this unique evening event. Choose from three distances on a marked 7-mile loop. A headlamp is required to experience this nocturnal trail run.

Run Miami in a unique two-person team ultramarathon. Navigate 50 miles through the city's iconic neighborhoods using only directional cards. This self-supported adventure limits entries to just 30 teams.