Trail Running calendar near Bokeelia 2025-2026

Celebrate Thanksgiving with a family friendly Turkey Trails run at South County Regional Park in Fort Myers. Choose a Kids Dash, 1 Mile, 5k, 10k or go virtual and enjoy shirts, medals, free finish line photos and post race treats.

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 at the Candy Cane Course in Punta Gorda on December 28, 2025 with family friendly options from a Kids Dash to chip timed 5k and 12k, plus virtual and volunteer then run entries. Free photos, medals and a Toys for Tots d..

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.

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.

Join the Turtle Trot at Lovers Key State Park on April 18, 2026 for a scenic 5K through maritime hammocks, coastal dunes and mangroves, finishing by the Gulf. Enjoy wildlife sightings while supporting Friends of Lovers Key.

Run or walk scenic trails through woods and shaded hammocks at Gator Wilderness Camp in Punta Gorda on April 25, 2026. Choose from 5k, 10k, 15k or a kids fun dash and support a residential school for local boys.