Trail Running Calendar Florida 2026-2027

A point to point road race in Canal Point, Florida, running about 37 miles to Stuart Beach. The event highlights Lake Okeechobee discharge impacts and offers solo and relay options with regular aid stations and a shuttle option.

The Vero Beach Octopus Ultra uses eight out and back arms from a central base at the Environmental Learning Center, offering distances from a 5K to 100 miles. A 32 hour limit applies and crews are strongly recommended.

A night trail running event on July 18, 2026 in Green Swamp West Tract near Dade City, FL, covering 30K of varied Florida terrain with aid stations every 3 to 5 miles, finisher glassware, event stickers, and a post race potluck.

Timed running and rucking on a flat 1.25 mile paved loop at the former Cecil Field in Jacksonville, Florida. Events run for 3, 6, 9, or 12 hours with a 6 hour relay option, on-course aid, and a custom finish medal.

The The Trident will take place in Oceanside Terrace on Saturday 25 July 2026. You can run between 13 and 102 miles.

A flat, shaded trail loop in Palm Coast, Florida hosts timed 6 hour and 12 hour events beside the river and ocean. The race includes a fully stocked aid station and is organized by an experienced race director.

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.

Wildcat Ultras is a loop based ultramarathon at the Escambia County Equestrian Center in Pensacola offering 100, 100K, 50, 50K and 15 mile distances with chip timing, a centrally located aid station, and RV parking.

A trail event at the Oxbow Eco-Center in Port St. Lucie on Sep 19, 2026, offering 25K, 8K and an 8k walk. The race is cup-less so participants must bring their own water carry 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.

A run and walk at HOB Brewing Company on the Pinellas Trail offering 5K and a 10K two loop course, electronic timing, finisher medals, a promo t shirt, and a free draft beer for participants aged 21 or older.

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 will take place in Ponte Vedra Beach on Sunday 4 October 2026. You can run between 5 and 10 miles.

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..

A point to point 50K on the Florida National Scenic Trail in Ocala, where runners navigate by orange blazes, must download the GPX and carry a phone, and can use on course aid and one drop bag location.

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.

Trail running event at San Felasco Hammock Preserve near Alachua, FL, offering 25K and 50K circuits on single track, double track and fields. The race supports Friends of San Felasco and includes aid stations and finisher awards.

The Greenway Trick 'R Trot will take place in Dunnellon on Saturday 24 October 2026. You can run between 5 and 10 kilometers.

A coastal trail race in Palm Coast FL with 12K, 24K and 50K loop courses on the Mala Compra Greenway Trail. The route is mostly single track, finishes by the ocean, includes awards for finishers, and offers free kids races.

Join the Nightmare on the Clermont Trails 5K on October 31 in Clermont, Florida for a spooky run or virtual 5K featuring interactive spook zones, live actors, and a DJ. Dress up for the costume contest, snag the new 2026 finisher bling, and..