Trail Running Calendar Florida 2025-2026

Enchanted Forest Sanctuary 5K/3K Trail Run takes place at the Brevard County Enchanted Forest Sanctuary in Titusville, Florida. The event features a 5K Run/Hike, a 3K Run/Hike, and a Kids Fun Run for ages 1-12. The sanctuary spans 480 acres with hiking trails, an environmental education center, and..

The Commodore 24 Hour Challenge, held at Gulf Coast State College in Panama City, Florida, is a unique endurance running event where participants run one mile every 30 minutes for 24 hours. Runners can compete solo or as part of a two-person relay team, sharing a single race bib. The one-mile course..

Location: Palm Harbor, Florida, on the Pinellas Trail with Start/Finish at De Bine Brewing Company (993 Florida Ave). Distances: a 5K (3.1 miles) and a 1-mile Fun Run/Walk. Atmosphere: inaugural Halloween-themed event encouraging participants to wear “Creepin' It Real” costumes, creating a festive c..

The Itch is a rugged, no-frills 50K trail race in Ocala, Florida, running along the Florida National Scenic Trail’s West Corridor. This point-to-point course travels from the East-West Junction to the Baseline Road Trailhead, winding through Florida’s wilderness with minimal amenities. Runners recei..

Trick or Trot 5K Trail Run, presented by Mazda of Port Charlotte, takes place at Ann & Chuck Dever Regional Park in Englewood, Florida. The event features a 5K trail run on a mostly dirt and gravel course, plus a 1-mile trail walk dubbed the Zoomers Trick or Trot. Participants are encouraged to wear..

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 finishing at the North County Aquatic Center, with a course..

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 5K+10K challenge races. Participants race through scenic tra..

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 scrub, with dirt and boardwalk sections and frequent views of..

Gate2Gate Trail Run takes place in Alachua, Florida, starting in the northern area of San Felasco Hammock Preserve State Park outside Alachua. The event offers 50K and 25K courses. Runners begin on single-track trails in the park’s northern section, then transition to double-track hiking trails in t..

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-themed atmosphere, inviting runners and walkers to dress in cost..

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 transformed into a spine-chilling Halloween experience with ghastly gh..

Jacks 50K/24K/12K Trail Race is a multi-distance running event held in Palm Coast, Florida, at MalaCompra Greenway Trail. The course is hammock-shaded and predominantly single-track, just steps from the Atlantic Ocean. Runners complete 7.66-mile loops: 12K is one loop, 24K is two loops, and 50K is f..

Azalea 12/24 Hour is a multi-distance ultramarathon held in Palatka, Florida, at Ravine Gardens State Park. The event offers 50-mile, 24-hour, and 12-hour options on a paved USATF-certified 2-mile loop. Runners traverse a scenic ravine lined by towering oaks, with a tunnel-like canopy, winding curve..

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 headlamps or flashlights. The course features an out-and-back rout..

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 route on the scenic Wellness Trail. The event features overa..

The Tampa Bay 100 Mile Endurance Run is a third-year, point-to-point urban ultramarathon organized by Skunk Ape Events. The course begins in Ybor City, Tampa, winds through the city and across the bay to Safety Harbor, Dunedin, Clearwater, and Gulf Boulevard, finishing at Vinoy Park in St. Petersbur..

Set in Lake Louisa State Park near Clermont, Florida, The Florida Run Lake Louisa State Park Trail Run offers three trail distances: 5K, 10K, and a Half Marathon. The course winds through pine forests, lakeshores, and open meadows, delivering a scenic, parks-style trail experience with varied terrai..

Dirt Circus Fernandina Beach, Florida is a free community trail running festival held at Fort Clinch State Park. The main loop is 2.5 miles with an optional 1.1-mile add-on (3.6 miles total), and runners can do multiple loops for extra distance. The event blends a social run, expo, raffles, and bran..

Treasure Coast Endurance Challenge takes place at Jonathan Dickinson State Park in Hobe Sound, Florida. The event offers a 5K Trail Run, plus two adventure-race formats: 4-Hour Run/Bike/Paddle (approximately 12–24 miles) and 8-Hour Run/Bike/Paddle (about 24–48 miles). Ultra options of 6- and 12-hour..

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 northbound out-and-back route. The 10K is two loops of the 5K course;..