Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 208 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
September 2027
An ultramarathon on September 4, 2027 following the Pinellas Trail for just over 46 miles between St. Petersburg, Tarpon Springs and Dunedin.
Multi-distance ultrarunning on a repeatable 2.5 mile grass and dirt loop at the Escambia County Equestrian Center in Pensacola, FL.
A trail event in Jupiter, FL with 12 hour, 50K, and fun run options on river loops, with medals, shirts, and awards.
Nighttime neon runs at Bennett Park in Bradenton with 2 mile and 4 mile cross-country courses, neon lights, DJ, vendor village, and a required headlamp.
A looped run and ruck event in Middleburg, FL featuring 9K and 3, 6, and 12 hour timeframes, cupless aid stations, and proceeds supporting local recovery organizations.
October 2027
Obstacle course weekend at Lake Nona on Oct 9 and 10, 2027 featuring Sprint 5K, Super 10K, kids races and spectator options.
November 2027
Savage Race Florida Fall on Nov 13, 2027 in Dade City, FL offers a 5–7 mile chip-timed course, a 3-mile untimed Blitz, and youth Savage JR races.