Trail Running calendar near Fort Myers Beach 2025-2026

Celebrate the season at the Candy Cane Course in Punta Gorda on Dec 28, 2025. Run a Kids Dash, 1 Mile, 5k, 12k or go virtual and take home a festive shirt and finisher medal while supporting Toys For Tots.

Run 10 miles over scenic nature and single lane mountain bike trails in Alva at Caloosahatchee Regional Park on January 4, 2026. Limited to 350 runners, the community race benefits local clubs and youth programs and includes a finisher shir..

Join the Scrub Jay Races at Oscar Scherer State Park for scenic 5K and Scramble 10K courses, with virtual entries available through January. All finishers earn medals and support Florida scrub jay conservation.

Run a scenic trail through Harns Marsh with marsh lined paths and bird watching opportunities in this family friendly 5K and 1 Mile event. Held alongside the Wings Over Water festival, it pairs racing with outdoor fun and local vendors.

Travel back in time at the Time Travel Half Marathon in Fort Myers with half marathon, 10k, 5k, 1 mile and kids dash options. Celebrate with custom shirts and medals, chip timing, free photos and virtual or volunteer then run choices.

Take on the trails at Carlton Preserve in Venice for the second annual Coo Wah Chobee, a single loop trail run with distances from 50k to a 5k plus a youth 5k. Enjoy mixed single track terrain, signature swag and Wicked Skin awards.

Join the Pine Island Calusa Trail 5K on January 31, 2026 in Bokeelia, Florida for a scenic yet rugged trail run with solo, family and parent child entry options. Medals, post race refreshments and proceeds support Kiwanis youth programs.

Run the Hero Dash 5K at Legacy Park in Venice, Florida to support Respect 1st Responders and help fund Disaster Relief Kits. Enjoy music, food trucks, vintage emergency vehicles and family fun after the race.

Run the Ranch 5K in Sebring FL on Jan 31, 2026 invites runners and families to a scenic light trail course. Support Highlands County scholarships while racing at any pace and competing for age group medals.

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.

Sasquatch invites runners to Carlton Preserve in Venice Florida for 15k, 10k, 5k and a virtual race on Feb 15 2026. Expect race shirts, snacks, live music, vendor booths and a guided group stretch for all abilities.

Run the Lost 118 Ultras, a 118 mile loop around Lake Okeechobee on the exposed levee trail under Florida sun. Choose crew support or a self supported cart division, tackle 18 hour halfway and 38 hour finish cutoffs, and aim for the buckle.

Join the Kraken road race in Sarasota on April 12, 2026 for a fun 5k or 10k along scenic routes. Enjoy race shirts, snacks, a finisher bottle opener, live music, vendors and age group awards for a festive Sunday run.

Run a scenic 5K through maritime hammocks and mangroves at Lovers Key State Park, finishing steps from the Gulf of Mexico. Spot dolphins, shorebirds and turtles while supporting Friends of Lovers Key and the park.

Run wooded, shaded trails at Gator Wilderness Camp in Punta Gorda with 5k, 10k and 15k options plus a Kids Fun Dash and one day virtual race. Proceeds benefit Gator Wilderness Camp School, supporting local boys in need.