Trail Running Calendar Florida 2025-2026

The Day Before Mother's Day 5K is a vibrant running event taking place on Fort Myers Beach, Florida, on May 10, 2025. Participants can choose from a live 5K run/walk, a virtual 5K, or an untimed 1-mile fun run/walk. The event aims to promote community engagement and wellness, with a portion of the p..

The Rock Springs Run 10K and 5K Trail Run is a scenic race held at Rock Springs Run State Reserve in Sorrento, Florida. Participants can choose between a 6.2-mile (10K) or a 3.1-mile (5K) loop course through diverse natural habitats, including pine flatwoods, hardwood hammocks, and creek swamps. The..

The Turkey Creek 5K Trail Run is an exciting running event taking place in Palm Bay, Florida, on May 24, 2025. Participants can choose between a 5K Trail Run/Walk and a Virtual 5K Run/Walk, both designed to promote fitness and community engagement. Registration is available online until May 22, with..

The Sweat, Swat ‘n Swear event, organized by A1 Ultra Events, features 50K, 25K, and 10-mile races set in the scenic Citrus Tract of the Withlacoochee Forest in Inverness, Florida. Participants will enjoy a well-marked course with hydration and aid stations approximately every 4 to 10 miles. Runners..

The Lake to Ocean 100K is a premier trail running event taking place in Florida, recognized as one of the world's top beautiful trails by Outside online. This point-to-point race spans from the NENA trailhead in Port Mayaka to Hobe Sound beach, showcasing diverse ecosystems including ancient sand du..

The Flatwoods Fun Run, also known as The Wally World Loop, is a 33-mile fat ass ultra run held in Thonotosassa, Florida, through the Lower Hillsborough Wilderness Preserve. This low-key, adventure-style race emphasizes exploration over competition, featuring a challenging course that includes single..

Moon Over Croom is an exciting evening running event held at Croom Park in Brooksville, Florida. Participants can choose from three distances: 21 miles, 14 miles, and 7 miles, all set on a well-marked 7-mile loop trail illuminated with glow sticks. The event promises a unique experience of running i..

The Florida Run LEFTOVER Trail Race is an exciting annual event taking place in Clermont, Florida, featuring both 4-mile and 8-mile trail runs. Scheduled for June 14, 2025, this race aims to utilize leftover medals, shirts, and other items, promoting sustainability while providing participants with..

The Miami 50/50 is an urban ultramarathon scheduled for June 14, 2025, where participants team up in pairs to complete a challenging 50-mile course through Miami's vibrant neighborhoods, including Wynwood, Miami Beach, and Brickell. This unique race requires both runners to stay together throughout..

Toxic Trail 37 is a challenging road race taking place in Canal Point, Florida, covering approximately 37 miles from Port Mayaca to Stuart Beach. This event aims to raise awareness about the environmental issues related to the discharge of toxic water from Lake Okeechobee into local waterways. Parti..

The Sombrero Sizzler is an annual timed running event held in Jacksonville, Florida, featuring distances of 3, 6, 9, or 12 hours on a flat, fast 1.25-mile loop course. The course, located on the former Cecil Field military base, is mostly paved with asphalt and concrete, shaded by pine trees, and in..

The Vero Beach Octopus Ultra is an exciting ultra-running event taking place in Vero Beach, Florida, on July 12-13, 2025. This unique race features multiple distances, including a 100-mile, 100K, 50-mile, and 50K, all set within a centralized location with eight out-and-back "Octo-Arms." Participant..

The Skunk Ape Night Run is a 30K trail running event held at the Green Swamp Wilderness Preserve - West Tract in Dade City, Florida. This unique race features diverse Florida terrains including pasture lanes, mud, dirt roads, single-track trails, hills, sugar sand, and fire berms. Participants exper..

The The Trident will take place in Oceanside Terrace from Saturday 26 July 2025 to Sunday 27 July 2025. You can run between 5 and 80 miles.

The Durty B-EE-RR-UN 6hr event is a unique Fat Ass running experience held in downtown St. Petersburg, FL. Participants will navigate a scenic 3.6-mile loop that winds through waterfront parks and the St.Pete Pier over a six-hour period. This self-supported race encourages runners to bring their own..

The River to Sea 12/6 Hour Trail Race, taking place in Palm Coast, FL, features a scenic, flat, and shaded one-mile loop trail surrounded by palm and oak trees. This event caters to runners of all levels, whether aiming for their first 50k or 50-mile distance or seeking to set personal records. Part..

The Hot August Night Trail Race is an exciting night running event taking place in the Citrus Tract of the Withlacoochee Forest, Inverness, FL. Participants can choose from three distances: 5 miles, 10 miles, or 20 miles, all set against the backdrop of a beautiful forest under the stars. The course..

The Pinellas Trail Challenge is an ultramarathon event that takes place along the scenic Pinellas Trail in Florida. This out-and-back race begins in St. Petersburg, extends to Tarpon Springs, and returns to Dunedin, covering a distance of just over 46 miles.Participants can enjoy the beautiful surro..

The Wildcat Ultras is an ultramarathon event taking place at the Escambia County Equestrian Center in Pensacola, FL. Scheduled for August 30, 2025, this race offers multiple distances, including 100 miles, 100K, 50 miles, 50K, and 15 miles, making it an ideal choice for both seasoned runners and tho..

The S.O.S. event in Middleburg, FL, is a running race held on September 6, 2025, to promote awareness for National Recovery Month and mental health issues. Participants can choose from various race distances and timeframes, including a 9K and 3, 6, or 12-hour runs, all on a scenic 2.75-mile loop thr..