Trail Running Calendar Florida 2026-2027

A multi-race trail event at Jupiter Ridge Natural Area featuring sand dune terrain and options from a 5k loop to a 102 mile ultramarathon. Several formats include looped elimination, fixed time limits, and qualifying requirements for longer..

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.

A timed trail event in Palm Coast, FL, on an almost one-mile flat, shaded loop between the river and the ocean. Offers 6- and 12-hour race options, a fully stocked aid station, and a nonrefundable registration policy.

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 at Walsingham Park in Seminole, FL.

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.

A five hour Fat A$$ event on Section 4 of the Pioneer Trail in Middleburg, FL, with single track, hilly out and back loops of about 2.5 miles one way. Field limited to 40 to 45 participants; cupless with basic aid at the halfway point.

An eight hour timed ruck event at Ross Prairie Trailhead in Dunnellon, FL, run on a 6.5 mile loop across berms, sand and trails. A rucking division enforces minimum pack weights and the site supports self crew and campground facilities.

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..

Looped ultra races at the Escambia County Equestrian Center in Pensacola with a 2.5 mile mostly grass and dirt loop. Distances range from 15 miles to 100 miles, with chip timing, aid stations, RV parking and finishers' awards.

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 nighttime trail half-marathon and ruck at Green Swamp West Tract near Dade City, FL on September 12, 2026. Out-and-back on forest roads and the Florida Trail with an aid station at the 6.6-mile turnaround, camping and a post-race potluck.

Trail event at Riverbend Park in Jupiter, FL offering 50K, 12 hour self supported laps and a roughly 5k fun run. Proceeds benefit the Florida Trail Association and awards, shirts, and medals are provided for the main distances.

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, Florida with a 2.75 mile loop offering a 9K option plus 3, 6, and 12 hours formats and ruck categories; cupless policy with aid stations and proceeds supporting local recovery organizations.

Trail run at Central Florida Bible Camp in Eustis with a roughly 3.2 mile two loop option and a single loop fun option. Runners can attempt up to ten field day stations such as inflatable obstacles, axe throwing, and cornhole.