Trail Running Calendar Florida 2026-2027

We have found 157 Trailruns in Florida. Check below where and when you can find the races.

A multi-distance trail event in Vero Beach with a central base at the Environmental Learning Center. The course uses eight out and back arms to form distances from a 5K to a 100 mile race, with a 32 hour finish limit for all distances.

A trail event in Naples, FL on 07/11/2026 with an eight hour time limit to complete as many two mile loops as desired. A fully stocked aid station will operate for the event and parking is on Sabal Palm Road.

A 30K trail race at Green Swamp West Tract near Dade City, FL, featuring varied Florida terrain, aid stations every 3 to 5 miles, a Berm drop bag location, finisher glassware awards, and a post-race potluck.

A timed loop event in Jacksonville, FL on July 18, 2026 offering 3, 6, 9 and 12 hour options on a 1.25 mile flat paved loop with an aid station, on-site food, a 4-person relay option for the 6-hour, and ruck rules.

A multi-distance event at Blue Jacket Memorial Park offering in-person and virtual options, chip-timed 5K/10K/half distances, youth pricing, participant shirts and medals, free photos, and finish-line ice cream.

A multi-format trail event on the sugar sand dunes of Jupiter Ridge with looped half marathons, a 102-mile 36-hour challenge, a 24-hour elimination 80-miler, and a progressive 3.3-mile loop series up to 33 miles.

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 6-hour and 12-hour trail events on a flat, shaded near-one-mile loop in Palm Coast, FL, with stocked aid and volunteer support. Entry fees are listed and registrations are non-refundable.

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 Fat Ass running event at Walsingham Park in Seminole, FL on August 1, 2026. Runners self record laps on a roughly 3 mile paved out and back loop; the event is self supported and free with voluntary cash donations.

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.

Five hours of repeating a 2.5 mile one-way single-track on Section 4 near Middleburg, FL, with limited support, cupless rules, and a small field capped at about 40 to 45 participants.

An 8 Hour timed ruck event at Ross Prairie Trailhead near Dunnellon, FL featuring a 6.5 mile loop across berm roads and sandy trails. Combat Racing Events offers rucking divisions with enforced minimum pack weights and on site camping.

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

Wildcat Ultras uses a 2.5 mile loop at the Escambia County Equestrian Center near Pensacola with distances from 15 mile to 100 mile. The event includes chip timing, live tracking, a stocked aid station, RV parking and specified pacer rules.

An ultramarathon along the Pinellas Trail covering just over 46 miles in an out and back format between St. Petersburg, Tarpon Springs and Dunedin. Registration closes Sep 2 and a Facebook group is listed for updates.

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..

Wild Boar Night Run on September 12, 2026 is a half marathon and half marathon ruck in Green Swamp West Tract near Dade City, FL. The out-and-back trail is marked with pink flags, has an aid station at the turnaround, and a post-race potluc..

A community focused trail event in Jupiter, Florida featuring a 50K, a 12 hour timed loop format, and a 5k fun run on gravel loops by the Loxahatchee River. Proceeds beyond overhead benefit the local Florida Trail Association and 50K and 12..

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