Trail Running Calendar Florida 2025-2026

Hit the trails on May 24 in Inverness FL for Sweat, Swat n Swear offering single loop 50K, 25K or 10 Miler courses through the scenic Citrus Tract at Holder Mine Campground. Expect aid stations, a finisher award and a lively post race picni..

Lake to Ocean 100K on May 30 in Florida is a point to point ultramarathon along remote single track trails ending at Hobe Sound beach. Expect wild scenery, wildlife and an 18 hour cutoff; field is full and registration closes May 25.

Miami 50/50 is a 50 mile open road ultramarathon for two person teams, weaving through Wynwood, Miami Beach and Coconut Grove. Teams run together, self supported, and navigate checkpoints across a single epic day.

Run the Florida Run LEFTOVER Trail Race on June 13, 2026 at Lake Louisa State Park in Clermont, featuring scenic 4 and 8 mile trail courses. Professionally timed with awards, a leftover medal, live music and post race food for a family frie..

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 at the Environmental Learning Center, a unique multi distance ultramarathon with eight out and back arms so you can pick distances from a 5K up to a 100 mile challenge. Support the center and enjoy coastal t..

Take on the Skunk Ape Night Run 30K through Green Swamp in Dade City Florida, a moonlit mix of sand, mud, creek crossings and single track. Reflective markings, aid stations and a post race potluck make for a welcoming night on the trail.

Run looped trails across ancient coastal sand at Jupiter Ridge, home to Palm Beach County's highest natural point. Options range from day and night half marathons to ultraloops up to 102 miles with aid, timing and finisher medals.

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.

Osprey Trail Run invites runners and walkers to scenic trails at the Oxbow Eco Center in Port St. Lucie on September 19, 2026. Choose a 25K, 8K or 8K walk and enjoy boardwalks, observation towers and riverside views.

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.

Run scenic single track trails and rolling hills at San Felasco Preserve in this benefit trail race benefiting Friends of San Felasco. Choose 25k or 50k with aid stations, a TailGate2Gate celebration and custom finisher medal and glass.

Run The Jacks at MalaCompra Greenway Trail on October 25, 2026, a shaded single track seaside trail event offering 50 km, 24 km and 12 km distances. Limited to 150 runners, enjoy ocean views and a friendly trail race vibe.

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 scenic Suwannee River trails at the Wild Florida Trail Run in White Springs, Florida on November 7, 2026. Choose 50K, 25K or 10K routes finishing at Stephen Foster State Park, with proceeds supporting the Florida Trail Associatio..

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.

Enjoy a scenic trail run through pine forests, lakeshores, and meadows at Lake Louisa State Park this November 2026, with 5K, 10K, and half marathon options to suit every runner. Aid stations and on course restrooms help keep you fueled and..

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.