Trail Running Calendar Florida 2026-2027

Experience the low frills Independence Double in Winter Park on June 27 to 28 with lap based 5K to 50K on a flat, shaded paved trail. Hand timed and cupless, the relaxed event suits self supported runners looking for simple aid and communit..

Run the Vero Beach Octopus Ultra on July 11 and 12, 2026 from a scenic Environmental Learning Center basecamp, with distances from a 5K dash up to a challenging 100 mile course. A portion of proceeds benefits the ELC.

Run beneath the stars through Florida's Green Swamp on the Skunk Ape Night Run, a 30K trail adventure across sand, single track and creek crossings. Enjoy lively aid stations, camping nearby and a post race potluck to celebrate finishers.

Run the Trident Trail Races at Jupiter Ridge Natural Area, winding over soft white sand dunes and coastal scrub. Choose distances from short looped 3.3 mile races to the 102 mile Ciento Dos ultra and be ready for July heat and humidity.

Run laps on a shaded flat one mile loop between river and ocean at the River to Sea 12 6 Hour Trail Race in Palm Coast FL on Aug 1. Choose 12 hour or 6 hour timed options with a fully stocked aid station and friendly volunteers.

Run under the stars in the Withlacoochee Forest at the Hot August Night Trail Race on single track packed with sand and pine needles. Headlamps required; all finishers get a handcrafted medal and a post race picnic.

Wildcat Ultras in Pensacola on September 5, 2026 offers 15 to 100 mile races on a fast 2.5 mile loop through scenic parkland. Frequent crew access, stocked aid, chip timing and RV hookups make this a welcoming ultra weekend.

Run through scenic trails at the Oxbow Eco Center in Port St. Lucie on September 19, 2026, choosing from 25K, 8K, or an 8K walk. This cup free event invites you to enjoy riverside nature and bring your own hydration system.

Take on the Miami 100 on September 26, 2026, an open road 100 mile ultramarathon through iconic Miami neighborhoods. Limited to 50 runners, it leans on crew support and checkpoints and includes an optional 130 mile challenge.

Join the PawPals 4 Life 5k on October 24, 2026 at Rock Springs Run State Reserve for an in person or virtual run that welcomes dogs and supports Pawfields Enrichment Group. Enjoy trail scenery, race swag, and medals for finishers.

Gate2Gate Trail Run offers 25k or 50k through single track, open fields, and rolling hills at San Felasco Hammock Preserve State Park on Oct 24, 2026. Enjoy aid stations, a finisher glass and medal, and support Friends of San Felasco.

Run hammock shaded single track just steps from the Atlantic at The Jacks in Palm Coast FL on Oct 25, 2026. Choose 50K, 24K or 12K loops in a field limited to 125, then cool off in ocean waters at the finish.

Take on the Nightmare on the Clermont Trails 5K on Halloween for a spooktacular trail run with staged spook zones, live actors and a DJ. Dress up for the costume contest with prizes or join the virtual 5K from anywhere.

Experience the Wild Florida Trail Run along the Suwannee River in White Springs, Florida on November 7, 2026, with 50K, 25K and 10K options through oak and cypress lined trails. Proceeds benefit the Florida Trail Association.

Trail races at Lake Louisa State Park in Clermont offer 5K, 10K and half marathon routes through pine forests, lakeshores and meadows. Chip timed and welcoming to all, every finisher earns a medallion and age group prizes await.

Join the DTR 10 Mile Night Run at Jonathan Dickinson State Park, a headlamp lit course that is well marked and supported. Finishers get a medal and shirt, plus post race food, beer, music and a costume contest with prizes.

Take on the Colt 45 Trail Race at Colt Creek State Park with four looped distances from a 14 mile loop to an epic 60 mile challenge. Aid stations, GPS files, handcrafted medals and a post race picnic create a welcoming trail festival.

Run a scenic team relay through palm trees, giant ferns and sandy trails at Alafia River State Park near Tampa. Choose an 8 person standard team or 4 person ultra team for a two day, one night event with camping, music and bonfires.

Challenge yourself on scenic single track and rolling trails at Caloosa Fest with a 5K or Half Marathon through Caloosahatchee Regional Park. Enjoy on site vendors, gear demos, finisher medals and course support throughout the morning.