Trail Running calendar near Bokeelia 2025-2026

Turkey Trails- Fort Myers, organized by Bodies Race Company, takes place at South County Regional Park in Punta Gorda, Florida. The Thanksgiving-themed event offers multiple distances—1 Mile, 5k, 10k—plus a Kids Dash, Volunteer-then-Run opt..

Run the scenic 60K Legacy Trail Ultra in Sarasota, starting and finishing at Payne Park along a mostly flat out and back route. Free to enter with limited aid and a 10 hour cutoff, this friendly club race welcomes solo runners and small rel..

Join the 14th annual FGCU Gobbler on Thanksgiving at FGCU Alico Arena for a festive 5K, 1 mile, or Tot Trot to support FGCU Cross Country. Fun for the whole family with a campus course, awards, and donation options.

Hit the scenic trails of Venice, Florida at the Trail Hog Half Marathon on November 29, 2025. Choose from a half, 10k or 5k and enjoy race shirts, post race snacks, music, vendor booths and age group awards.

Join Caloosa Fest 5K in Alva, Florida on December 6, 2025 for a festival run at Caloosahatchee Regional Park with 5K, 25K and 50K options plus vendors and product demos. Enjoy scenic trails, finishers medals and lively race day vibes.

Join Caloosa Fest Ultra in Alva, FL on December 6, 2025 for trail runs of 5K, 25K and 50K on a scenic loop of rolling hills and technical singletrack. Festival atmosphere, stocked aid stations and cupless racing make for a memorable day.

Celebrate the season with the Candy Cane Course in Punta Gorda on December 28, 2025, featuring family friendly distances from a kids dash to 12k plus a virtual option. Enjoy festive swag, chip timing, and donate new toys for Toys For Tots.

Join a scenic 10 Mile trail run at Caloosahatchee Regional Park in Alva on Jan 4, 2026, featuring wide nature paths and single lane mountain bike trails. Field limited to 350; proceeds benefit local youth and trail programs.

Join the 26th annual Scrub Jay Races at Oscar Scherer State Park on January 24, 2026, offering in person 5K and 10K plus virtual options. Scenic trails, finishers receive medals, and proceeds support Florida scrub jay and park programs.

Run the scenic Harns Marsh 5K or family friendly 1 Mile on January 24, 2026, through marsh lined trails alive with birds. The race is part of the Wings Over Water festival with vendors and activities and benefits Unite Lehigh.

Run the second annual Coo Wah Chobee at Carlton Preserve in Venice, FL on Jan 31, 2026 over scenic single track and double track trails with 50k, 25k, 5k and youth 5k options. Enjoy signature swag and Wicked Skin awards from RunFluent.

Enjoy a family and pet friendly Pine Island Calusa Trail 5K in Bokeelia, featuring scenic trail sections and a climb up the Randell mound. Proceeds support Kiwanis and local kids programs, with medals and post race awards.

Celebrate Mardi Gras at Celery Fields with 5k, 10k and canicross races for runners and their dogs. Expect shirts, post race snacks, live music, vendors and age group awards plus a guided warm up.

Gopherdillo Trail Run The Gopherdillo Trail Run takes place on Saturday, February 7, 2026, at Lake Manatee State Park in Bradenton, FL (20007 FL-64, Bradenton, FL 34212). The event includes two distances: 5K 10K Course and logistics Both..

The Sasquatch Run in Venice, Florida, is a vibrant trail running event held at Carlton Reserve. It offers multiple race distances including 15k, 10k, 5k, and a virtual race option, catering to a wide range of runners. Participants enjoy a f..

Dive into The Kraken in Sarasota on April 12, 2026 with 5k and 10k options for runners of all paces. Enjoy music, vendors, pre race group stretching, snacks, commemorative tee and a finishers bottle opener while awards honor top finishers.

Enjoy scenic trail running through shaded woods and hammocks at Gator Wilderness Camp in Punta Gorda with 5k, 10k, 15k, a Kids Fun Dash and a virtual option. All entry proceeds support Gator Wilderness Camp School for adolescent boys.