Trail Running calendar near Fort Myers Beach 2025-2026

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..

Save the Daylight is an exciting running event taking place in Englewood, Florida, featuring multiple race options to cater to all levels of endurance athletes. Participants can choose from a 48-hour, 24-hour, 12-hour, and two 6-hour races, all set on a fast, flat, certified loop course. The event i..

The Diamondback 8 Hour Ultra is an exciting endurance running event set to take place in Estero, Florida. Participants will navigate a 5.44-mile loop through diverse terrains, including cypress domes and sandy trails, over the course of eight hours. Runners can complete as many loops as they wish, w..

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 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 Legacy Trail Ultra is a free 60K ultramarathon taking place in Sarasota, FL, on November 23, 2025. Sponsored by the Manasota Track Club, this event features an out-and-back course that begins at Payne Park and extends 18.6 miles south before returning. Participants will have 10 hours to complete..

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..

The Coo-Wah-Chobee 50k, 25k, and 5k is an exciting running event taking place at Carlton Preserve in Venice, FL. This annual race features a scenic single loop course that combines mixed single track and dual track trails, providing a unique experience for participants. The event promises signature..