Trail Running Calendar Florida 2026-2027

A trail event at the Oxbow Eco Center in Port St. Lucie offering 25K, 8K and an 8K walk on preserve trails. The event is cup free so participants must carry their own water; packet pickup dates will be announced.

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.

A timed lake-lap endurance event at Lake Hollingsworth in Lakeland, FL offering 12 hour and 6 hour individual races plus a 12 hour 5-person relay. Laps are 2.84 miles and part of every entry supports the Pheel Good Foundation.

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 point-to-point 50K on the Florida National Scenic Trail Western Connector near Ocala, Florida, with minimal course markings so runners must carry a phone and download the GPX; aid stations and one drop bag location are provided.

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 USATF sanctioned 24 hour event at Gulf Coast State College where participants run one mile every 30 minutes. Individual and two person relay options, age minimum 16, with shirt and finisher medal for registered runners.

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 races of 25K and 50K through San Felasco Hammock Preserve near Alachua, FL, featuring single-track, double-track and rolling terrain; aid stations supply water and snacks but no cups or gels. 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 event in Palm Coast Florida featuring 50K, 24K and 12K loops on mostly single track near the Atlantic Ocean. The field is limited to 125 runners and all finishers receive shirts and awards.

Celebrate Halloween with a spooky 5K in Clermont. The evening event features haunted zones, a costume contest, and a live DJ. A virtual 5K option is also available.