Trail Running calendar near Osprey 2025-2026

The Scrub Jay Races, taking place on January 25, 2025, in Osprey, Florida, features a variety of running events including a 5K, a Scramble 10K, and virtual options for both distances. The 5K course is designed for road runners, while the 10K offers a more challenging trail experience. Participants w..

The Hunt for Sasquatch is an exciting running event taking place at Bone Valley ATV Park in Mulberry, Florida. Participants can choose from various distances, including a 10K, 5K, and a 1-mile fun run, along with special challenges like the Sasquatch Revenge and Sasquatch Trifecta. This outdoor trai..

The Harns Marsh 5K is a scenic running event taking place in Lehigh Acres, Florida, designed to showcase the beautiful wetlands and local wildlife of the area. Participants can choose between the 5K race and a 1-mile fun run, making it accessible for runners, walkers, families, and even dogs. The ev..

The Sasquatch event in Venice, Florida, features a variety of running options including a 15k, 10k, and 5k trail run, as well as a virtual race. Set in the scenic T Mabry Carlton Reserve, participants can enjoy a challenging and rewarding experience. The event is designed for runners of all levels, ..

The Highlands County Cattlewomen's Run the Ranch is a 5K light trail run taking place at Rafter T Ranch in Sebring, Florida. Scheduled for February 22, 2025, this event marks its 10th annual occurrence and aims to support scholarships for graduating seniors in Highlands County. The race features a s..

Swan's Song Urban Run is a unique urban adventure event taking place in Lakeland, FL, featuring a scenic route of approximately 18 miles. Participants will navigate through the city to discover painted swan sculptures as part of the Swansation public art project. This self-supported run is designed ..

Save the Daylight is an exciting running event taking place in Englewood, Florida, from March 7 to 9, 2025. Organized by Apex Promoz and Trailhead Ultras, the event features multiple race options, including 6-hour, 12-hour, 24-hour, and 48-hour challenges, catering to runners of all levels. The cour..

The Turtle Trot Trail Race is an annual running event taking place at Anclote Gulf Park in Holiday, Florida. Scheduled for April 12, 2025, the race features a 10K and two 5K options, one with timing and one without. The course includes a mix of paved trails, boardwalks, and hiking paths, offering sc..

The Florida Run at Colt Creek State Park offers an exciting trail running experience featuring three distances: a 5K, 10K, and half-marathon. Set against the stunning backdrop of Florida's natural beauty, participants will navigate through lush pine forests, serene lakeshores, and open meadows. The ..

The Kraken is a running event scheduled for April 13, 2025, in Sarasota, Florida. Participants can choose between a 5k and a 10k race, both set in the scenic Celery Fields area, featuring trails that include hills. The event promises a festive atmosphere with food, T-shirts, medals, and awards for p..

The Funest 50K @ Carter Rd is an exciting running event taking place in Mulberry, Florida, featuring multiple race distances: 50K, 30K, 10K, and 5K. Set in the scenic Loyce E. Harpe Park, the course includes challenging trails through an old phosphate mine area, offering a mix of sand and dirt paths..

The Gator Wilderness Camp Trail Run offers a variety of running events including 5k, 10k, and 15k races, along with a Kids Fun Dash and a virtual option. Set in the scenic 250-acre grounds of Gator Wilderness Camp School in Punta Gorda, Florida, participants can enjoy the beautiful natural surroundi..

The 2025 Day Before Mother's Day 5K will take place on Fort Myers Beach, featuring a variety of events including a live 5K run/walk, a virtual 5K, and an untimed 1-mile fun run/walk. This event aims to celebrate Mother's Day while promoting fitness and community engagement. A portion of the proceeds..

The Saunders Lakeland Mountain Marathon (SLMM) is an annual two-day mountain navigation race held in the Lake District, designed for teams of two runners. Participants can choose from six linear courses of varying lengths and difficulties, as well as a score course where competitors select which che..

The Pinellas Trail Challenge is an ultramarathon event that takes place along the scenic Pinellas Trail in Florida. This challenging race features an out-and-back course starting in St. Petersburg, extending to Tarpon Springs, and returning to Dunedin, covering a distance of just over 46 miles.Parti..

The Tick Tock Ultra is an exciting endurance event taking place at Lake Hollingsworth in Lakeland, FL, featuring both 12-hour and 6-hour challenges. Participants will race along a scenic paved path, aiming to complete as many 2.84-mile laps as possible within their designated time. The event include..

The Tampa Bay 100 is an urban ultramarathon that spans 100 miles, starting in Ybor City and finishing in St. Petersburg. This endurance run showcases the vibrant sights of the Tampa Bay area, including stunning murals, historic neighborhoods, and beautiful waterfronts.The course features a mix of ur..

The Colt 45 Trail Run is an exciting running event taking place at Colt Creek State Park in Lakeland, Florida. Participants can choose from various distances, including a 60-mile, 45-mile, 45K, and a 14-mile race, all set on scenic trails. The course features multiple loops, with aid stations availa..

Caloosa Fest Ultra is an exciting annual running event held at Caloosahatchee Regional Park in Alva, Florida. The event features a 50K ultra marathon and a 25K race, both set on a scenic 11.1-mile loop that includes diverse terrain and beautiful views. Participants can enjoy aid stations stocked wit..

The Caloosa Fest 5K is an exciting running event taking place at the Caloosahatchee Regional Park in Alva, Florida. This festival features a 5K trail run, along with ultra races of 25K and 50K, catering to various levels of runners. Participants can enjoy a day filled with activities, including prod..