Trail Running Calendar Florida 2025-2026

Join a scenic 5K at Dakin Dairy Farms on October 25, 2025 in Myakka City FL, with grassy field terrain and a fun jog through a corn maze. Proceeds benefit the Dakin Family Scholarship Fund for 4H and FFA students.

Run scenic single track, rolling hills and shaded hammock trails at San Felasco Preserve near Gainesville in 25K or 50K distances. Enjoy a TailGate2Gate finish line celebration while supporting the Friends of San Felasco.

Nightmare on the Clermont Trails 5K takes place in Clermont, Florida, on October 25, 2025. The event offers a 5K Run/Walk on the scenic Clermont Trails and a Virtual 5K option for remote participants. As dusk falls, the course is transforme..

Join the Hobe Sound Chamber Halloween Hustle 5K at Jonathan Dickinson State Park on October 25, 2025. Run in person or virtually on a scenic trail and enjoy a race shirt, medal and postrun refreshments for a festive fall workout.

The Gopher Weedon Trail Run is an 8K trail race held at Weedon Island Preserve in northeast St. Petersburg, Florida (1800 Weedon Dr NE, 33702). The course covers about 4.9 miles of natural trails through mangroves, salt marsh and Florida sc..

Central 28 Monster Mash-N-Dash 5K Run and Walk takes place in Debary, Florida, beginning and ending at the Central 28 Taproom. The fourth annual event features a 3.1-mile out-and-back course along a paved trail. It embraces a Halloween-them..

The Sebastian Scream 5K & Haunted Rail Trail is an inaugural event held in Sebastian, Florida, supporting local first responders through proceeds that fund counseling and stress debriefing programs. The event features a 5K race starting and..

The Greenway Trick 'R Trot is a Halloween-themed trail race held at the Pruitt Trailhead in Dunnellon, Florida. Scheduled for October 25, 2025, the event offers multiple race options including 5K and 10K runs and rucks, as well as combined..

Run shaded single track trails just steps from the Atlantic at Jacks Trail Race in Palm Coast. Choose 12K, 24K or 50K and finish with a refreshing ocean dip, all in a small field for a friendly, intimate trail experience.

The DTR 10 Mile Night Run is a thrilling trail running event held at Jonathan Dickinson State Park in Hobe Sound, Florida. Scheduled for November 1, 2025, this nighttime race challenges participants to navigate a 10-mile course using headla..

Take on scenic loops through Ravine Gardens State Park in Palatka on November 1 with 12 hour, 24 hour, or 50 Miler options. Enjoy a paved two mile course, generous aid support, and a festive overnight atmosphere under the stars.

Run with the Bobcats 5K or 1 Mile is a cross-country event hosted by Pasco-Hernando State College in New Port Richey, Florida, at 10230 Ridge Rd. The day offers a 5K Run/Walk and a 1 Mile Fun Run/Walk along a flat, fast course, including a..

Challenge your limits at the Treasure Coast Endurance Challenge in Jonathan Dickinson State Park on November 8, 2025. Choose from trail 50K, 25K, 5K, or multi sport 4 hour and 8 hour adventure races across trails and waterways with running,..

Tampa Bay 100 Mile Endurance Run is a point to point urban ultramarathon from Ybor City to Vinoy Park in St Petersburg. Mostly flat coastal miles blend city scenery with a self guided endurance vibe while finish times are tracked.

Join Dirt Circus Florida on November 8 at Fort Clinch State Park for a community day of group runs, an outdoor expo, food, and a raffle showcasing local brands and run clubs. Bring your bottle for cupless hydration and enjoy great swag and..

Enjoy scenic trails at Lake Louisa State Park in Clermont on November 8, 2025 with 5K, 10K, and half marathon options. Chip timed race with finisher medallions, race swag and a lively post race awards ceremony.

The Dunedin Veterans Day 5K, 10K and Kids Dash Runs take place in downtown Dunedin, FL. The course starts and finishes near the VFW at the Dunedin Hale Center, 330 Douglas Avenue, and runners traverse the paved Pinellas Trail on a northboun..

Run across Florida in this fully supported 200 mile point to point ultra, traversing the Florida Trail, forests and coast, finishing at St Augustine Beach pier. Expect epic scenery, 96 hour cutoff and full crew support.

Event overview The Hoot'n Bulldog Track Ultra is a timed track ultra scheduled for November 14-16, 2025 at the renovated and resurfaced track at Florida Atlantic University in South Florida. The event offers multiple timed race options on t..

The Sari 5K Trail Run/Walk is held at Riverbend Park in Jupiter, Florida, offering a 5-kilometer trail course for runners and walkers with both in-person and virtual participation options. Proceeds support families facing cancer by funding..