Trail Running Calendar Florida 2026-2027

A night trail event in Green Swamp near Dade City on September 12 2026 offering a half marathon and a half marathon ruck. The out and back course follows forest roads and the Florida Trail, with an aid station at the turnaround and a postra..

A community focused, self supported trail event at Riverbend Park in Jupiter, FL offering a 12 hour loop challenge, a 50K of Picnic Island and Riverbend loops, and an untimed fun run with a medal option.

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.

S.O.S. in Middleburg, FL uses a 2.75 mile Sandridge Trail loop with a 9K plus 3, 6 and 12 hour timeframes and ruck options. It is a cupless event with aid stations, hot food, awards, and proceeds benefiting local recovery nonprofits.

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.

A trail event at Oxbow Eco Center in Port St. Lucie on Sep 19, 2026, offering 25K, 8K and an 8K walk across multiple named trails. The race is cup-less and donates net proceeds to Oxbow's environmental education program.

Tick Tock Ultra on September 19, 2026 is a timed ultrarunning event with 6 hour and 12 hour individual formats plus a 12 hour 5 person relay, organized by Ultra Ultras.

An urban open road ultramarathon in Miami offering 100 miles, a 130 mile extension, and a 50k. Runners follow directional cards and checkpoints and must plan crew support for navigation and logistics.

A lake-lap endurance event at Lake Hollingsworth in Lakeland, FL, offering 12 hour and 6 hour individual options plus a 12 hour relay for teams of three to five. Runners complete 2.84 mile laps on a paved walkway with food at the Runners Vi..

Choose a 5 km or a two loop 10 km course from HOB Brewing Company along the Pinellas Trail. Stroller and dog friendly with electronic timing, finisher medals, and a free draft beer for participants aged 21 and over.

A community fund-raising run and walk in downtown Jacksonville offering 5K, 10K, and a one-mile option on September 26, 2026, with tiered registration fees and participant fundraising features.

Race for the Bays on September 26, 2026 routes through Conservation Park in Panama City Beach, closing National Estuaries Week. Distances include 10K, 5K and a 1 mile Fun Run, with proceeds supporting the St. Andrew and St. Joseph Bays Estu..

A multi distance running event in Tampa with a half marathon, 10K, 5K, 1 mile, kids dash and virtual option. Features include chip timing, designer shirts and finisher medals, with youth pricing for ages 12 and under.

The Camp Winona Mud Fest will take place in De Leon Springs on Saturday 26 September 2026. You can run 3 miles.

A race day at Jay Blanchard Park on 09/27/2026 with distances from a 50 m kid's dash to a 13.1 mile half marathon, chip timing for main races, event shirts and medals, plus volunteer and virtual options.

An in-person 5K and virtual 5K held at Wickham Park, with packet pickup the day before, finisher medals or reduced fees for no medal or no shirt, post-race refreshments, giveaways, and awards across age groups and teams.

The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.

Experience the scenic Nocatee Greenway Trails in Ponte Vedra Beach with race distances including 10 miles, 10K, and 5K. This event features road and trail running alongside a dedicated 5K ruck and virtual race options.

A multi-format Spartan Race weekend at Lake Nona in Orlando with Sprint and Super obstacle races, a kids course, an obstacle workshop and a 4 hour Hurricane Heat. Team registration is available, and qualifying service member discounts apply..

Lutheran Counseling Services holds the We Care 5K on October 10, 2026 in Longwood to raise funds and awareness for mental health. The event offers an in person 5K along parts of the Seminole Trail and a virtual 5K option.