Trail Running calendar near Fort Myers 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 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.

Run the Caloosa Fest 5K at Caloosahatchee Regional Park in Alva for a festival of trails, vendors and demos. Enjoy a scenic 5K, finisher medal and awards for the top three men and women in both morning and nighttime races.

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.

Tackle a scenic 10 mile trail run at Caloosahatchee Regional Park in Alva, FL, weaving wide nature paths and single track through Florida woodlands. Limited to 350 runners with finisher shirt and pig logo tumbler, so register early.

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.

Lace up for the Pine Island Calusa Trail 5K Run and Walk in Bokeelia on January 31 2026, a family and pet friendly outing that blends scenic Calusa Heritage Trail views with quiet neighborhood streets. Proceeds benefit the Kiwanis Club of G..

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.

Hit the scenic trails at Lake Manatee State Park on Feb 7, 2026 for the Gopherdillo Trail Run, with 5K and 10K routes that showcase lake views and local wildlife. All finishers receive a medal and both distances follow separate no loop cour..

Take on the trails in Venice Florida at Carlton Reserve for Sasquatch on February 15, 2026, with 15k, 10k, 5k and a virtual option. Expect music, local vendors, a guided group stretch, a race shirt and post race snacks after a scenic run.

Run the iconic 118 mile loop around Lake Okeechobee on the exposed Herbert Hoover levee during the full moon weekend in February. Choose crew supported or solo cart self supported options for a memorable, rugged ultramarathon experience.

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.

Lake to Ocean 100K is a point to point trail from inland to Hobe Sound beach, taking runners through dunes, pine flatwoods and coastal hammocks. Expect remote single track, wildlife sightings and a strict 18 hour limit with required crew.