Trail Running Calendar Florida 2025-2026

Location: Middleburg, FL, on the Sandridge Trail in Jennings State Forest. The S.O.S. endurance event uses a roughly 2.75‑mile loop for multiple timeframes: 9K and 3-, 6-, and 12-hour options.The race features a cupless policy, so participants bring their own handheld bottle or hydration vest. There..

UTE Off Road Festival 2025 is held at Hillsborough County Fair Grounds in Dover, Florida. The event centers on a 5K Trail Run and expands to a range of off-road duathlons and relays. It offers an Off Road 5K for youth (12 and under) and adults (13+), with multiple age divisions, plus Mountain Bike D..

Wild Boar Night Run takes place at Green Swamp Wilderness Preserve – West Tract in Dade City, Florida. The half-marathon trail course runs out along old forest roads and pasture lanes, then onto the Florida Trail to the McNeil Trailhead turnaround (about 6.6 miles out) for the loop, totaling roughly..

FTC Short and Long Trail Run takes place in Alachua, Florida, at San Felasco Hammock Preserve State Park. Runners choose between two off-road loop distances: a 3.8-mile short loop and an 8.3-mile long loop. The course starts at the North Entrance to the park along Progress Blvd (Alachua side) and tr..

Operation Outdoor Freedom Trailfest is a trail running event held in Santa Rosa Beach, Florida, starting at the Eastern Lake Trailhead off Hwy 395. Scheduled for September 13, 2025, the event offers three distances: approximately 5K, 10K, and 10 miles. The courses utilize well-marked forest trails,..

The Riverbend Ultras 12 HR/50K is a community-focused ultrarunning event held at the River Pavilion on Picnic Island in Riverbend Park, Jupiter, Florida. Participants can choose between a 12-hour run, a 50K race, or a fun run. The course features scenic 3.2-mile loops along the Loxahatchee River on..

The Skunk Ape Night Run will take place in Dade City on Saturday 13 September 2025.

The Osprey Trail Run takes place at the George LeStrange Preserve in Fort Pierce, Florida. The event offers two main race distances: 8K (about 5 miles) and 25K (about 15 miles). The courses are loop-based, with the 8K running two laps and the 25K six laps around a lake and Ten Mile Creek, traversing..

Tick Tock Ultra is a Lakeland, Florida lake-lapping endurance event offering 12-hour and 6-hour races, plus a 12-hour relay for teams of 3–5. Runners complete 2.84-mile laps on a paved walkway around Lake Hollingsworth, aiming to log as many laps as possible before the finish. The atmosphere centers..

Running Wild 5K is a trail-running event held in Melbourne, Florida, at Wickham Park (2500 Parkway Drive). The day features a 5K course and a Virtual 5K, with a forested, scenic route and a no-stroller policy. Participants can expect finisher medals (or save $5 by opting out), post-race food and ref..

The Emerald Trail event in Jacksonville, Florida, features a 5K Run/Walk and a 10K Run, held in the Lavilla School area downtown. It offers participants scenic routes through the city, supporting fundraising efforts for the Emerald Trail. The event welcomes runners and walkers of all ages, with disc..

Race for the Bays 2025 takes place in Panama City Beach, Florida, at Conservation Park. The event offers 5K Run, 1K Run/Walk, and a 10K option (the 10K repeats the 5K route). The race is described as a trail run through marshlands and woods, with trails, boardwalks, and some paved sections; the rout..

Miami 100 is an open-road ultramarathon through Miami, Florida, weaving across Wynwood, Miami Beach, Key Biscayne, Calle Ocho, Coconut Grove, Brickell sights. The 100-mile course is urban, with no aid stations; runners rely on checkpoints and a mandatory crew. Directional cards provide step-by-step..

The 22nd Annual Dunedin OkotBEERfest 5K and 10K takes place at HOB Brewing Company in downtown Dunedin, Florida. Runners and walkers can choose OktoBEERfest 5K or 10K, with the 10K run as a two-loop course on the fully paved Pinellas Trail through downtown Dunedin. The event is dog- and family-frien..

PawPals 4 Life 5k is an off-road trail run/walk in Sorrento, Florida at Rock Springs Run State Reserve Trail, 30601 Wekiva River Road, Sorrento, FL 32776. The event offers a live in-person 5K Run/Walk and a Virtual 5K, running Oct 1–31, 2025. The in-person field is limited, with proceeds supporting..

John Holmes Trail Run takes place in Brooksville, Florida, at Croom Park within the Withlacoochee State Forest. Now in its 33rd running, this Southeast’s oldest 50K trail race began as the Croom Trail 50K and was renamed in 2006 to honor founder John Holmes. The challenging course runs along the Cro..

The Ponte Vedra 10-Miler, presented by Alter Ego Running, is a scenic running event held in Ponte Vedra Beach, Florida. Scheduled for October 5, 2025, it offers both a 10-mile run and a 5K run, with virtual race options available for both distances. The courses wind through community streets and the..

Halloween Havoc at Dunn Cemetery is a 3.75-mile out-and-back trail race held on the Pioneer Trail in Jennings State Forest near Middleburg, Florida (1335 Long Horn Rd). Runners traverse a relatively flat loop that passes Dunn Cemetery at the 2-mile mark, under a moonlit sky with glow sticks lining t..

Tom Walker PREVIEW 5k and 10k in Gainesville, Florida, takes place Saturday, October 11, 2025. The events offer 5k and 10k distances on the Gainesville-Hawthorne Trail, following part of the Tom Walker Half Marathon course planned for the following month. The route offers a scenic, trail-running atm..

Lutheran Counseling Services hosts the We Care 5K Run and Walk in Longwood, Florida (2140 FL-434). The event features a 5K course where participants run or walk portions of the Seminole Trail and return to St. Stephen’s Church, suitable for all ages and fitness levels.An in-person option and a Virtu..