Trail Running Calendar Florida 2026-2027

Experience a weekend of trail running in Middleburg Florida with five distance options from 7 miles to 100 miles. Join this multi day event held each December on the scenic local trails.

Holiday races in downtown Dunedin at HOB Brewing Company offer 5K, 10K (2 loops) and 15K (3 loops) on a paved, timed course along the Pinellas Trail, with medals, event shirts and a post-race beer for participants over 21.

A 36.8 mile relay and ultra around Choctawhatchee Bay in the Destin area, traditionally held the last week of the year. The event features six unofficial legs, staggered starts for teams and an associated 5K recovery run.

Test your self sufficiency on a rugged 200 km out and back course through diverse Florida ecosystems. Limited to 30 participants, this event features remote single track trails and a 48 hour cutoff with no outside assistance.

The Long Haul 100 is a Western States qualifying trail race in Florida's Colt Creek State Park. Runners can tackle a 100-mile loop course or a shorter 12.5-mile option on the scenic trails.

Run the canopied trails of Fort Clinch State Park on Florida's coast. Choose from 10K, 30K, or 50K distances, with staggered starts and a community atmosphere. All finishers receive a shirt and award, with park passes for the top performers..

Explore Florida's wild trails on a unique point-to-point ultra or shorter loop races. The courses wind through scenic state forests and palm groves, offering a chance to see diverse wildlife. Part of the proceeds supports local trail mainte..

Experience a scenic trail run through mangroves and hammocks along the Indian River Lagoon. This dog friendly event in Fort Pierce offers 5k and 9k distances plus a fun dash for children.

Blast off on a coastal adventure where space meets piracy. This crew-supported ultra takes runners along Florida's scenic Space and Treasure coasts. The journey ends on the beach with a unique treasure chest finish.

Hit the trails at the Carlton Reserve for the Sasquatch run. Choose from a 15k, 10k, or 5k race through the preserve. All finishers get a t-shirt and snacks, with unique handmade wood pieces for age group winners.

Experience a fast trail race at Diamond D Ranch in Jacksonville with minimal elevation and scenic views. Choose between 10K and Half Marathon distances on a course featuring a mix of speed sections and classic Florida mud.