Trail Running Calendar Florida 2026-2027

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.

Two loop trail races at San Felasco Hammock Preserve State Park on September 12, 2026, with 3.8-mile and 8.3-mile courses. There are awards, post-race snacks, a $20 entry fee, and park parking fees.

A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.

The Osprey Trail Run at Oxbow Eco Center in Port St Lucie on September 19, 2026 offers two looped, timed distances with aid stations and proceeds that support St Lucie County environmental education.

Tick Tock Ultra on September 19, 2026 offers timed running formats including 12 hour, 6 hour, and a 12 hour five person relay, organized by Ultra Ultras.

A 100 mile open road urban ultramarathon through Miami neighborhoods on September 26, 2026, limited to 50 runners and relying on crew support, checkpoints and directional cards. A 30 mile Miami 130 Challenge is available after the 100 miles..

Tick Tock Ultra in Lakeland, FL offers 12-hour and 6-hour individual events plus a 12-hour relay around Lake Hollingsworth on 2.84-mile paved laps; the event is limited to 200 entrants and supports the Pheel Good Foundation.

A community 5K, 10K and one mile on the LaVilla Link and S Line Rail Trail supporting Groundwork Jacksonville.

Third annual trail run in Conservation Park Panama City Beach on September 26, 2026 supporting the St. Andrew and St. Joseph Bays Estuary Program.

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.

A 3 miles obstacle course at Camp Winona in De Leon Springs with over 17 obstacles, race T-shirt, finisher's medal and a pancake breakfast; two pricing periods apply.

A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The eve..

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.

A 5K at Wickham Park in Melbourne with in-person and virtual options, finisher medals, age-group and team awards, and proceeds benefiting Florida Wildlife Hospital.

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.

A timed climb of 861 steps to the rooftop of Tampa City Center with official timing to the 39th floor, bailout floors, water stations and on site medics.

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.

Orlando Spartan Weekend at Lake Nona features sprint and super obstacle races, kids events, a Hurricane Heat and an obstacle workshop across Oct 9 to 11, 2026.

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.

A Halloween themed trail event in Englewood on October 17, 2026 featuring a 5K run and a 1 mile walk, costume awards, finisher medals, post-race refreshments, and proceeds supporting the Zoomers Scholarship Fund.