Trail Running calendar near Jacksonville Beach 2026-2027

Join the historic IQ FIBER Winter Beach Run at Jacksonville Beach, running since 1976, for a scenic 10 mile or 5K on packed sand, finishing with medals, hot chocolate and snacks. Family friendly and part of the Jacksonville Grand Prix serie..

Explore shaded single track trails around historic Fort Clinch in Fernandina Beach with 10K, 30K and 50K distances. Chip timing, shirts, finish meals and beer, plus finisher awards and state park passes for top men and women.

Run scenic single track through Jennings State Forest near Middleburg Florida with options from 7K to a challenging 50K. Enjoy creek crossings, vistas above Black Creek and technical climbs on the Pioneer Trail for a true trail experience.

Tackle a flat 3 mile loop on Jekyll Island in this 34 hour timed event with live chip timing and lap tracking from Yeti Headquarters. Finish 100 mile to earn a buckle while other distances get large medals and runners should bring a reusabl..

Experience the Sombrero Ultra Running Festival in Middleburg FL with races from 3 to 48 hours, live music, vendors, and themed giveaways. Bring your crew and enjoy a runner village, a single aid station, medical support, and awards.

Take on the 13th Angry Tortoise trail run in Cary State Forest near Jacksonville, choosing 25K or 50K courses over scenic forest roads with solid aid station support. Finishers get awards, lunch and free hot showers while helping Florida St..

Run single track trails at the Swamp Trail Race in Palm Coast, FL where 50K, 50K relay, 30K and the Debby 10K breast cancer fundraiser bring trail runners together. Field limited to 125 so register by Feb 18.

Join the Unicorns Among Us 5k in Ormond Beach on Feb 21, in person at Ormond Brewing Company or virtually. Enjoy a chip timed 5k with event shirt and medal, a free brewery pour with your bib, and support The Heterotaxy Connection.

Challenge yourself at the Jacksonville Trail Experience at Diamond D Ranch, an early season Spartan Trail that blends fast, runnable sections with muddy, ankle biting terrain. Choose 10K or 21K to test speed and grit.

Escape to the Juniper and Hopkins Prairies for a scenic out and back ultra in Ocala National Forest, with 50K and 30K options. Entry is free, the field is capped at 50, registration opens Dec 1, 2025, and carpooling is encouraged.

Hit the trails at Paynes Prairie Preserve on March 28, 2026 for the Trail of Payne featuring 5k, 10k and a 1 mile fun run. New course winds through varied terrain from soft sand and roots to sunny prairies and shady forest.

Run for a cause at the Safe Animal Shelter Fundraiser Trail Run in Middleburg FL on April 12, 2026, featuring scenic flat trails on Sandridge Trail and 5K, 10K and half marathon distances. Proceeds support Safe Animal Shelter and every entr..

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.