Trail Running Calendar Florida 2026-2027

Trailfest in Santa Rosa Beach offers 5K, 10K and 10 miles on marked forest loops, with shirts, finisher medals, and age-group awards. The event partners with Operation Outdoor Freedom and follows a nonrefundable registration and transfer po..

A loop-based event on the Sandridge Trail in Middleburg, Florida offering a 9K and 3, 6, and 12 hour formats with ruck options, a cupless aid station, and proceeds supporting local recovery nonprofits.

A trail event at Oxbow Eco-Center in Port St. Lucie offering 25K, 8K and an 8K walk; trail maps are at the trailhead. The race is cup-less so participants must bring their own water carrier.

Miami 100 is an open road 100 mile ultramarathon through Miami neighborhoods with progressive course directions and checkpoints. The field is limited to 50 runners and an optional 130 mile challenge adds 30 miles after the main race.

Enjoy a run or walk along the paved Pinellas Trail in Dunedin with a festive finish at HOB Brewing Company. Participants receive a medal, t-shirt, and a craft beer for those over 21.

A community 5K, 10K and one mile event along the LaVilla Link and S Line Rail Trail in Jacksonville. Proceeds support Groundwork Jacksonville and local creek restoration and trail-building efforts.

Run through the scenic marshes and forests of Conservation Park to support local estuary protection. Take part in a 10K, 5K, or Fun Run on groomed trails and boardwalks during National Estuaries Week.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.

Join this local themed running event in Orlando featuring a half marathon with pacers plus 10k and 5k races. Participants enjoy chip timing, finisher medals, and family friendly options like the 1 mile run and kids dash.

Experience the scenic Nocatee Greenway Trails in Ponte Vedra Beach with race distances including 10 miles, 10K, and 5K. This event features road and trail running alongside a dedicated 5K ruck and virtual race options.

Experience an intense obstacle course weekend at Lake Nona featuring 5K and 10K races. Test your strength through varied terrain and specialized hurdles in the heart of Orlando.

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 no frills 50K point to point trail race on the Florida National Scenic Trail west corridor between Lake Kerr Road and Baseline Road Trailhead in Ocala. GPX download is required and runners must carry a phone.

Hit the Pinellas Trail for a Halloween-themed run supporting veterans. The Camo & Cobwebs event offers a timed 5K and an untimed 1 Mile Fun Run/Walk, both starting and finishing at de Bine Brewing Company. Expect costumes, finisher medals,..

An urban 5K adventure race in Tallahassee with at least five on course challenges and finisher medals. A separate untimed fun run under one mile is offered and T shirts are available for an extra $10.

A 24 hour event at Gulf Coast State College where runners must complete one mile every 30 minutes. Solo and two person relay options are available with USATF sanctioning and an age minimum of 16.

Experience an off-road 5k trail run with your dog at Rock Springs Run State Reserve. This dog-friendly event features a spooky theme, finishers medals for both humans and pets, and supports local animal rescues.

Trail race at San Felasco Hammock Preserve near Alachua, Florida offering 25K and 50K circuits on single-track and double-track trails with aid stations and a post race TailGate2Gate celebration. Net proceeds support Friends of San Felasco.

This Halloween trail race offers a spooky evening on the Florida Greenway. Choose from 5k, 10k, or a combined challenge in either run or ruck divisions. Costumes are encouraged, and all finishers get a medal.

A trail race in Palm Coast, FL offering 12K, 24K and 50K on hammock shaded, mostly single track near the Atlantic Ocean. Field limited to 125 runners, with shirts, finisher awards and free kids races.