Trail Running Calendar Florida 2026-2027

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 beachside running event in Jacksonville Beach offering 5 mile, 5K and 1-mile races with medals, awards, food, and live music.

Timed 8 hour ruck on a 6.5 mile berm loop at Ross Prairie in Dunnellon, FL with self crew areas, on site camping, and a rucking division with weight checks.

Trail cross country races at Elinor Klapp-Phipps Park offering 8K, 5K and 3K distances with youth free entries and adult fee of twenty dollars. Participants are asked to bring two to four canned food items for local donation.

A free, non-competitive 50-mile group run through St. Augustine on Aug 22, 2026, with flexible distances, coaching support, post-run refreshments, and event giveaways.

A multi distance ultramarathon at the Escambia County Equestrian Center in Pensacola with a 2.5 mile grass and dirt loop and USATF sanction.

A 46 mile ultramarathon on the Pinellas Trail from St. Petersburg to Tarpon Springs and returning to Dunedin on September 5, 2026.

A community run and walk on September 7, 2026 at JR Alford Greenway in Tallahassee supporting mental health awareness and suicide prevention. Options include a timed 5K, an untimed 5K, a 1 mile walk and event T shirts.

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 9/11 memorial stair climb at the Seminole Hard Rock Guitar Hotel in Hollywood, Florida on September 11, 2026. Three climb options for firefighters and civilians, raising funds for the Wounded Veterans Relief Fund and Firefighters Benevole..

A trail half-marathon event in the Green Swamp West Tract offering a run and a ruck division, aid station at the turnaround, finisher glassware, and a post-race potluck.

Trail event at Riverbend Park in Jupiter FL with a 12 hour race, a 50K, and a casual fun run; shirts and medals provided and proceeds benefit the Florida Trail Association.

A trailfest near Watercolor, Florida offering 5K, 10K and 10 Mile options on marked forest trails; proceeds support Operation Outdoor Freedom and all finishers receive shirts and medals.

A trail event in Middleburg, FL with a 2.75 mile loop offering 9K and 3, 6, 12 hour formats and cupless aid stations.

Back to School Bash is a themed trail run at Central Florida Bible Camp offering one- or two-loop options and ten field day activity stations.

Two loop trail races at San Felasco Hammock Preserve State Park on September 12, 2026, with 3.8-mile and 8.3-mile courses. There are awards, post-race snacks, a $20 entry fee, and park parking fees.

A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.

Looped trail race at the Oxbow Eco Center in Port St. Lucie on Sept 19, 2026 with 8k and 25k options; proceeds support local environmental education.

A time-based running event on September 19, 2026 offering 12 hour, 6 hour and 12 hour five person relay formats, organized by Ultra Ultras.

A 100 mile open road urban ultramarathon through Miami neighborhoods on September 26, 2026, limited to 50 runners and relying on crew support, checkpoints and directional cards. A 30 mile Miami 130 Challenge is available after the 100 miles..