Trail Running Calendar Florida 2025-2026

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..

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..

Emerald Trail 5K Run/Walk & 10K Run is a community fundraising event in downtown Jacksonville, Florida, centered around the Lavilla School area at 633 North Lee Street. The event offers three distances: a 5K Run/Walk, a 10K Run, and a one-mile run/walk. It raises funds to support the Emerald Trail p..

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..

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..

The Making Turtle Tracks beach 5K scheduled for Saturday, September 27, 2025 in Panama City Beach, FL was cancelled for 2025. Organizers offered registrants the choice to convert registration fees into a donation or to receive a refund. The event organizers plan to return in 2026. The 4th annual M..

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..

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..

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..

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..

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..

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..

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 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..

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 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..