Trail Running Calendar Florida 2026-2027

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 open-road, self-supported 50-mile team ultramarathon in Miami where two teammates run the entire course together, navigate via directional cards, and receive route segments at checkpoints spaced about every 10 to 15 miles.

A trail running event in Clermont Florida on June 13, 2026 offering 4 mile and 8 mile distances with leftover medals and swag, post race food and awards, plus live music and professional timing.

The Independence Double offers a no-frills running experience over two days in Winter Park, Florida. Choose from five distances each day on a flat, shaded loop course. Expect a casual, hand-timed event with a focus on community and low entr..

A 37 mile point to point road race from Port Mayaca to Stuart Beach in South Florida that aims to draw attention to Lake Okeechobee discharge into the St. Lucie River. Solo and relay entries are offered with aid stations along the route.

An indoor Last One Standing treadmill race in St Petersburg where athletes run repeated five mile loops each hour. Small field, controlled climate, live music, and a sister competition in Salt Lake City add to the format.

A multi-distance ultramarathon at the Environmental Learning Center in Vero Beach using a central base plus eight out-and-back arms, with options from a 5K to 100 miles and a 32 hours finish window.

A night trail race in the Green Swamp near Dade City offering a *30K* mixed-terrain course with aid stations every 3 to 5 miles, a Berm drop-bag zone, post-race potluck, and awards for overall top finishers.

OCR OVERLOAD features a 4.3-mile obstacle course with over 23 challenges, including a massive 140-foot rig. The event also includes a 5-mile trail run and a timed ninja sprint. Post-race food and drinks are available.

A multi-distance running event in Orlando on 2026-07-18 featuring a half marathon, 10K, 5K, shorter youth races, relay and a virtual option with mailed packets and race swag.

A multi distance running event in Tampa on July 19, 2026, featuring kids dash, 1 mile, 5K, 10K, half marathon, relay, volunteer run option, and a virtual race, with shirts, medals, and chip timing for timed events.

A multi-format trail event on the ancient sand dunes of Jupiter Ridge offering races from a 5k-style loop up to a 102-mile hundo, featuring soft sand terrain, significant elevation gain, heat management considerations, and qualifier rules f..

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.

Summer Sizzler in Orlando on 08/02/2026 features 1 mile, kids dash, 5k, 10k, 15k, virtual options, and a volunteer then run choice. Registrations include event shirts and finisher medals and select distances use chip timing.

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 loop-based ultramarathon at the Escambia County Equestrian Center featuring five distances on grassy, hard-packed terrain with chip timing, frequent crew access, and a centrally located aid station.

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 night trail half marathon and ruck through Green Swamp West Tract near Dade City, Florida on September 12, 2026. The out-and-back route follows forest roads and the Florida Trail with an aid station at the turnaround and a post-race potlu..

Loop-based trail races at Riverbend Park in Jupiter, FL with a 12 hour option, a 50K and a 5k-ish fun run. Courses run along the Loxahatchee River on gravel trails and proceeds support the local Florida Trail Association.

Trailfest in Santa Rosa Beach offers 5K, 10K and 10 miles on marked forest loops, with shirts, finisher medals, and age-group awards. The event partners with Operation Outdoor Freedom and follows a nonrefundable registration and transfer po..