Trail Running Calendar Florida 2026-2027

We have found 131 Trailruns in Florida. Check below where and when you can find the races.

Test your endurance at Whispering Pines Park with a unique adventure race featuring a 5K run, swimming, and a Jeep push. Join as an individual or part of a team to support community wellness and educational initiatives.

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.

Experience a four race trail series across Tallahassee featuring single track paths and technical terrain. Compete for championship points in distances ranging from five to six miles through scenic state parks and hammocks.

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.

Join a vibrant community run in Orlando offering distances from a 1 Mile to a 15K and a Kids Dash. Enjoy chip timed results, custom medals, designer shirts, and finish line snacks for the whole family.

Join the Treat Trot at Gadsden Park in Tampa for a day of running with distances ranging from a Kids Dash to a 15K. Enjoy chip timed results, finisher medals, and free event photos in a scenic park setting.

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.

A trail running event in Clermont Florida on June 13, 2026 offering 4 mile and 8 mile distances with leftover medals and swag, post race food and awards, plus live music and professional timing.

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.

Experience a unique indoor backyard ultra where athletes run 5 miles every hour on Woodway treadmills. This Last Person Standing event features a climate controlled environment and a competitive field in St. Petersburg.

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..

OCR OVERLOAD features a 4.3-mile obstacle course with over 23 challenges, including a massive 140-foot rig. The event also includes a 5-mile trail run and a timed ninja sprint. Post-race food and drinks are available.

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..

Experience a summer running tradition in Tampa with distances ranging from a kids dash to a half marathon. Enjoy chip timed results and free ice cream at the finish line to stay cool.

Experience a summer running tradition in Orlando with distances ranging from a Kids Dash to a Half Marathon. Enjoy chip-timed results, finisher medals, and a refreshing ice cream treat at the finish line.