Trail Running Calendar Florida 2026-2027

A 37-mile point-to-point road race from Port Mayaca to Stuart Beach, held in the South Florida heat. It includes solo and relay options and finishes with an ocean view. The event aims to raise awareness for local waterway conservation.

Event Overview The Vero Beach Octopus Ultra takes place on July 11-12, 2026, in Vero Beach, Florida. The event is based at the Environmental Learning Center (ELC), located at 255 Live Oak Dr. A portion of the proceeds from the race will be..

A 30 km night trail run through the diverse and wildlife-rich terrain of Florida's Green Swamp. The event features a supportive atmosphere with no time cut-off and a festive post-race potluck. It's part of a larger trail series and is marke..

Event Overview The Trident Trail Races is an annual trail running event held in late July at the Jupiter Ridge Natural Area in Jupiter, Florida. The event features multiple race distances with a focus on running on ancient sugar sand dunes..

Experience a summer running tradition in Tampa with distances ranging from a kids dash to a half marathon. Enjoy chip timed results and free ice cream at the finish line to stay cool.

Experience a summer running tradition in Orlando with distances ranging from a Kids Dash to a Half Marathon. Enjoy chip-timed results, finisher medals, and a refreshing ice cream treat at the finish line.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

Join the Summer Sizzler in Orlando for 15k, 10k, and 5k chip timed races plus a family friendly 1 Mile and Kids Dash. Finishers receive designer shirts, custom medals, and free Kona Ice treats.

Experience the Summer Sizzler in Tampa at Gadsden Park featuring chip timed 15K, 10K, and 5K races alongside a 1 Mile run and Kids Dash. Enjoy finisher medals, designer shirts, and free Kona Ice at the finish line.

The Wildcat Ultras features a friendly, loop-based course on grass and dirt paths in a Florida park. Runners can choose from five distances, enjoying frequent crew access and a fully stocked aid station. The event offers on-site camping and..

Experience the thrill of cross country racing under the lights at Tallahassee’s premier course. This evening festival features races for middle school, collegiate, and open runners on a world class championship circuit.

The Wild Boar Night Run is a half-marathon trail race through Florida's Green Swamp West Tract. Held at night in September, it features a stocked aid station and a festive post-race potluck party. All finishers receive a choice of a commemo..

The Osprey Trail Run takes runners through the scenic Oxbow Eco-Center preserve in Port St. Lucie. Choose from 25K and 8K running distances or an 8K walk. It's an eco-conscious, cup-less event set on boardwalks and trails along the river.

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.