Trail Running Calendar Florida 2026-2027

Run a remote 100K point to point from Port Mayaka to Hobe Sound beach on a scenic Florida trail. This race traverses diverse ecosystems with a strict 18 hour limit and requires a crew.

Run the trails of Croom Park at night in this unique evening event. Choose from three distances on a marked 7-mile loop. A headlamp is required to experience this nocturnal trail run.

Run Miami in a unique two-person team ultramarathon. Navigate 50 miles through the city's iconic neighborhoods using only directional cards. This self-supported adventure limits entries to just 30 teams.

Hit the trails for this unique summer event at Lake Louisa State Park. Choose between a 4-mile or 8-mile course and receive a leftover medal and swag. The race features live music, post-race refreshments, and awards.

A 5K at Robinson Preserve in Bradenton on June 13, 2026, offering participant t-shirts, snacks and post-race hotdogs, age-group awards for male and female finishers, and a guided pre-race stretch session.

The Independence Double offers a no-frills running experience over two days in Winter Park, Florida. Choose from five distances each day on a flat, shaded loop course. Expect a casual, hand-timed event with a focus on community and low entr..

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..

A night trail event at Holder Mine Campground in the Withlacoochee Forest offering 5, 10 and 20 mile single-track courses. Headlamps are required and courses are marked with reflective pins and glow sticks.

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 excitement of cross country racing under the lights at the world famous Apalachee Regional XC Park featuring distances from 3km to 8km for all ages and levels.

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.

Run the Dunedin Oktoberfest 5K or 10K along the scenic Pinellas Trail, finishing at HOB Brewing for postrace Oktoberfest vibes. Stroller and dog friendly with a beer armband for 21 and over and finisher shirt and medal.

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.

The Ponte Vedra 10-Miler offers scenic routes on the Nocatee Greenway Trails. Choose from a 10-mile, 10K, or 5K, with in person and virtual options. Runners receive premium gear, and top finishers earn awards.

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..