Trail Running calendar near Fort Myers Beach 2026-2027

Join the Kraken in Sarasota for a 5k or 10k race featuring finisher bottle openers and t-shirts for all runners. Enjoy a community event with awards for top performers across multiple age groups.

Experience a unique trail and beach run through mangrove estuaries and coastal dunes at Lovers Key State Park. Choose between a 5k run or 1 mile fun run with proceeds supporting local park preservation.

Experience a unique sunrise run on the beautiful sands of Englewood Beach featuring a 5K and 1 Mile fun run. All finishers receive a custom sea turtle beach towel and a special magnetic medal.

Experience the 3rd annual Race for the Planet 5K at Babcock Ranch. Enjoy a scenic route through trails and sidewalks in Punta Gorda with timed and untimed options for all participants.

Experience a scenic trail run through 250 acres of pristine woods and shaded hammocks in Punta Gorda. Support a residential school for youth while enjoying distances from 5k to 15k and a festive post race breakfast.

Celebrate Halloween with the Trick or Trot 5K at Ann and Chuck Dever Regional Park on October 17, 2026, featuring a 5K trail run and 1 mile walk on scenic dirt and gravel paths. Wear your best costume for prizes, grab a shirt and medal, and..

Experience the natural beauty of Carlton Reserve at this Florida trail event. Runners can choose between three distances and enjoy a pre race stretch session with recovery snacks and awards for various age groups.

Experience the rugged beauty of Alva at Caloosa Fest featuring a half marathon and 5K trail race. Runners navigate scenic single track trails and rolling terrain through the Caloosahatchee Regional Park mountain bike system.

Conquer a variety of obstacle courses at Skipper Ranch including 5K, 10K, and 21K distances. Experience a unique terrain of flat farmland and deep marsh mud in the heart of Florida.

Experience a scenic trail race through the Carlton Reserve in Venice with distances ranging from 5k to 15k. Enjoy post race snacks and unique handmade wood awards in a festive community atmosphere.