Trail Running Calendar Florida 2026-2027

Moon Over Croom is a running event on June 6, 2026 presented by Trailhead Ultras with three distance options: 21M, 14M, and 7M. The event is organized by Tampa Races.

Treat Trot-Orlando in Minneola, FL on June 6, 2026 offers in-person and virtual options across Kids Dash, 1 Mile, 5K, 10K, 15K, plus a volunteer then run option. Registrations include a shirt, bib, medal, photos, and postrace snacks.

Join the Treat Trot at Gadsden Park in Tampa for a day of running with distances ranging from a Kids Dash to a 15K. Enjoy chip timed results, finisher medals, and free event photos in a scenic park setting.

An urban 50 mile two person team race across Miami neighborhoods where teams run together, self supported and navigate via directional cards and checkpoints. The field is limited to 30 teams.

A mid-June trail event at Lake Louisa State Park with 4- and 8-mile loop options, live music, leftover swag and throwback medals, aid stations, chip timing and post-race food.

A community 5K at Robinson Preserve in Bradenton on June 13, 2026, with a $35 registration fee. Participants receive a t-shirt, snacks and hotdogs, and awards are given to the top three men and women in each age group.

Independence Double is a two-day running event in Winter Park, FL on June 27 and 28, 2026, offering 5K, 10K, half marathon, marathon, and 50K distances with single-day and both-days registration options.

A point to point 37 mile road race from Port Mayaca to Stuart Beach in South Florida that highlights water discharge issues from Lake Okeechobee. Solo and relay formats are offered and aid stations are placed about every 5 to 7 miles.

An indoor, last-one-standing treadmill endurance event limited to 33 athletes; competitors run 5 miles each hour until only one remains, with a recovery zone, temperature control, rotating music, and limited spectator space.

A multi distance ultra centered at the Environmental Learning Center in Vero Beach with eight out and back arms. Completing all eight within 32 hours earns a buckle and crew support is strongly recommended because of heat and dry sections.

A night trail race of 30K through Green Swamp West Tract near Dade City Florida, featuring varied Florida terrain, aid stations every 3 to 5 miles, a Berm drop bag zone and a post race potluck.

A timed loop event at Cecil Field in Jacksonville with 3, 6, 9, and 12 hour formats, a flat 1.25 mile paved loop shaded by pine trees, food and a main aid station, and a 4 person relay option for the 6 hour race.

Heatwave Half Marathon in Orlando offers a range of in-person and virtual options from a kids dash to a 13.1 mile race and relay, with shirts, finisher medals and chip-timed results for several distances.

A multi-format trail event at Jupiter Ridge Natural Area offering looped races from a 5k series to a 102-mile ultramarathon on soft sugar sand with qualifying requirements for the longest events.

A flat, shaded almost one mile trail loop in Palm Coast, FL offering 6 hour and 12 hour timed formats with a staffed, fully stocked aid station and a strict no refund, no transfer 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.

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 Florida where participants run an out and back loop of about 2.5 miles as many times as possible. Limited field and cupless format with minimal aid provided.

An 8 hour timed trail event at Ross Prairie featuring a 6.5 mile berm loop through sandy fire lines, pine forest and prairie. The event offers on site camping, self crewing space and is organized by a veteran owned race company.

A loop-format ultramarathon at the Escambia County Equestrian Center near Pensacola, offering 15M through 100M on a 2.5 mile grass and dirt course with crew access, aid stations, chip timing, and USATF sanction.