Trail Running Calendar Florida 2026-2027

We have found 92 Trailruns in Florida. Check below where and when you can find the races.

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.

May 2026

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.

June 2026

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.

Hit the trails for this unique summer event at Lake Louisa State Park. Choose between a 4-mile or 8-mile course and receive a leftover medal and swag. The race features live music, post-race refreshments, and awards.

A 5K at Robinson Preserve in Bradenton on June 13, 2026, offering participant t-shirts, snacks and post-race hotdogs, age-group awards for male and female finishers, and a guided pre-race stretch session.

The Independence Double offers a no-frills running experience over two days in Winter Park, Florida. Choose from five distances each day on a flat, shaded loop course. Expect a casual, hand-timed event with a focus on community and low entr..

A 37-mile point-to-point road race from Port Mayaca to Stuart Beach, held in the South Florida heat. It includes solo and relay options and finishes with an ocean view. The event aims to raise awareness for local waterway conservation.

July 2026

Event Overview The Vero Beach Octopus Ultra takes place on July 11-12, 2026, in Vero Beach, Florida. The event is based at the Environmental Learning Center (ELC), located at 255 Live Oak Dr. A portion of the proceeds from the race will be..

A 30 km night trail run through the diverse and wildlife-rich terrain of Florida's Green Swamp. The event features a supportive atmosphere with no time cut-off and a festive post-race potluck. It's part of a larger trail series and is marke..

Event Overview The Trident Trail Races is an annual trail running event held in late July at the Jupiter Ridge Natural Area in Jupiter, Florida. The event features multiple race distances with a focus on running on ancient sugar sand dunes..

August 2026

A night trail event at Holder Mine Campground in the Withlacoochee Forest offering 5, 10 and 20 mile single-track courses. Headlamps are required and courses are marked with reflective pins and glow sticks.

September 2026

The Wildcat Ultras features a friendly, loop-based course on grass and dirt paths in a Florida park. Runners can choose from five distances, enjoying frequent crew access and a fully stocked aid station. The event offers on-site camping and..

The Wild Boar Night Run is a half-marathon trail race through Florida's Green Swamp West Tract. Held at night in September, it features a stocked aid station and a festive post-race potluck party. All finishers receive a choice of a commemo..