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.

Run through the scenic woods of a 250-acre camp in Punta Gorda. This trail run offers 5k, 10k, and 15k distances with proceeds supporting a local school. Enjoy a family friendly day with a kids dash and post race food.

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..

A trail running event at Carlton Preserve in Venice, FL on November 28, 2026 offering a half marathon, 10k and 5k with race shirts, post-race snacks, age-group awards, vendor booths and music.

Caloosa Fest in Alva, Florida features a Half Marathon and 5K on the Caloosahatchee Regional Park mountain bike trails, with on-course aid, vendors, awards, and packet pickup options.

Hit the trails at the Carlton Reserve for the Sasquatch run. Choose from a 15k, 10k, or 5k race through the preserve. All finishers get a t-shirt and snacks, with unique handmade wood pieces for age group winners.