Trail Running calendar near Jacksonville Beach 2026-2027

Run the Florida Roots Trail Series at Fort Clinch Park on January 24 on scenic single track trails that circle the historic fort. Choose 10K, 30K or 50K and enjoy real food, finisher shirts and post race meals and beer.

This Ain't Your Mothers 50K and Trail Marathon on January 25, 2026 in Middleburg Florida offers single track, waterfalls, stream crossings and scenic vistas on the Pioneer Trail. Choices from 7K to 50K suit racers and adventurers.

Dark Anchor is a timed ultramarathon on Jekyll Island with a fast, flat 3 mile loop run counterclockwise over a 34 hour format. Distances from 25K to 100 miles promise a supported, community driven challenge; 2026 is sold out.

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.

Celebrate the Angry Tortoise's 13th anniversary at Cary State Forest on Feb 21 2026 with flat, fast trail courses in 25K and 50K. Well supported aid stations, post race lunch, and scenic forest roads make for a fun day.

Experience single track trails at the Swamp Trail Race in Palm Coast, Florida on Feb 21, 2026, with distances from the breast cancer fundraiser Debby 10K to a tough 50K and a new 50K relay. A small field creates an intimate, friendly race v..

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.

The Gator Dash Trail Run will take place in Southwest Jacksonville on Sunday 1 March 2026. You can run between 10 and 21 kilometers.

Two Prairies Ultra is a low key FAT ASS on the Florida Trail near Salt Springs, FL, with 50K and 30K options through scenic Juniper and Hopkins Prairies. Limited to 50 runners and encourages a trail donation; register by March 7.

A youth trail run at Princess Place Preserve on March 21, 2026, with races for ages 3 to 13 over three distances. The flat, mostly hard-packed course offers timing, wooden finisher medals, water stations, and age-group awards.

Bring your pup and hit the sand for Run with the Pack, a dog friendly 5k and 1 mile fun run at Jacksonville Beach Pier. Enjoy beachside routes, a shirt and medal, and a post run party while supporting Fur Sisters Furever Urs Rescue.

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.

Join the Safe Animal Shelter Fundraiser Trail Run in Middleburg Florida for scenic miles on the Sandridge Trail while helping local pets in need. Choose from a half marathon, 10K or 5K on wide flat trails, enjoy swag and a raffle entry.

Run the Free to Fly Trail 5K at San Felasco Hammock Preserve on April 25, a scenic trail race that raises funds for Anew and survivors of human trafficking. Enjoy nature and make a real impact through housing, counseling and vocational supp..

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.

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.