Trail Running Calendar Florida 2026-2027

A multi-format trail event on the sugar sand dunes of Jupiter Ridge, Florida, offering races from a single 3.3 mile loop up to a 102 mile ultramarathon. Courses use soft sand and short climbs and are run in hot, humid summer conditions.

A flat, shaded almost one mile loop through palm and oak hammock in Palm Coast, FL, offered as 12 hour and 6 hour timed races with a fully stocked aid station. Registrations are non refundable and close July 29.

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

Summer Sizzler in Orlando on 08/02/2026 features 1 mile, kids dash, 5k, 10k, 15k, virtual options, and a volunteer then run choice. Registrations include event shirts and finisher medals and select distances use chip timing.

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.

A free 5-hour trail event on the hilly, technical Section 4 of the Pioneer Trail. See how many out-and-back loops you can complete on this single-track course. Bring your own cup and fuel, and optional donations support trail maintenance.

An 8 Hours timed trail event at Ross Prairie Trailhead in Dunnellon, FL using the Berm Loop of the Skunk Ape 100 course across sandy fire lines, pine forests and dry prairies. Loops are 6.5 Miles with self crewing and onsite camping.

A multi-distance loop ultramarathon at the Escambia County Equestrian Center near Pensacola offering 100M, 100K, 50M, 50K and 15M on mostly grass and packed dirt with crew access, chip timing, live tracking and on-site RV parking.

A two-day cross country festival at Apalachee Regional XC Park in Tallahassee with nighttime collegiate, high school, middle school, and open heats, multiple distances, and team amenities including a coaches’ box and reserved areas.

A night trail half marathon in the Green Swamp West Tract near Dade City, FL, with a run and a ruck option, pink-flagged course to McNeil Trailhead, stocked aid at the turnaround, and a post race potluck and camping options.

Timed 12 hour and 50K ultraruns plus a shorter fun run on gravel loops along the Loxahatchee River in Riverbend Park, Jupiter. The event is self supported, offers awards for timed races, and directs proceeds to the local Florida Trail Assoc..

Trailfest on September 12, 2026 at Eastern Lake Trailhead in Watercolor features trail races of 5K, 10K and 10 Miler on color coded loops. A portion of proceeds supports Operation Outdoor Freedom for wounded veterans.

S.O.S. in Jennings State Forest features a 9K and 3/6/12-hour timed events on a 2.75 mile loop, with ruck options and a cupless aid setup. The event supports local recovery and mental health nonprofits.

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.