Trail Running Calendar Florida 2026-2027

We have found 163 Trailruns in Florida. Check below where and when you can find the races.

A cross-country 5K at Vista View Park in Fort Lauderdale on July 28, with separate student (18 and under) and adult (19 and over) races and gender divisions; timed by Pure Gold Timing and held on rolling-hill park terrain.

August 2026

Timed trail event in Palm Coast with 6 hour and 12 hour options on a flat, shaded one mile loop and a stocked aid station.

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

A six hour self supported Fat Ass run on an approximately 3 mile out and back loop through Walsingham Park in Seminole FL with on course fountains and space for canopies.

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.

Beach out and back race with a five mile, 5K and one mile, finisher medals, post-race burrito and free beer, presented by JTC Running.

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 August 22, 2026, mixing road and trail. Participants may run any distance, with coaching support, post run refreshments, and random giveaways including race entries and coac..

September 2026

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 along the Pinellas Trail starting in St. Petersburg with the route running toward Tarpon Springs and returning via 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.

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