Trail Running calendar near St. Augustine 2026-2027

We have found 39 Trailruns within 80 miles of St. Augustine. See below where and when you can find the races.

A timed loop endurance event in Jacksonville on a 1.25 mile paved course, offering 3, 6, 9 and 12 hour formats. A 6 hour relay for four person teams is available and rucking participants must meet weight guidelines.

August 2026

A timed trail event in Palm Coast, FL, on an almost one-mile flat, shaded loop between the river and the ocean. Offers 6- and 12-hour race options, a fully stocked aid station, and a nonrefundable registration policy.

A five hour Fat A$$ event on Section 4 of the Pioneer Trail in Middleburg, FL, with single track, hilly out and back loops of about 2.5 miles one way. Field limited to 40 to 45 participants; cupless with basic aid at the halfway point.

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

A trail event in Middleburg, Florida with a 2.75 mile loop offering a 9K option plus 3, 6, and 12 hours formats and ruck categories; cupless policy with aid stations and proceeds supporting local recovery organizations.

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 community 5K, 10K and one-mile run/walk on the Emerald Trail in Jacksonville supporting Groundwork Jacksonville. Courses use the LaVilla Link and S-Line Rail Trail and include chip timing, custom shirts and finisher medals.

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

October 2026

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 point to point 50K on the Florida National Scenic Trail in Ocala, FL, run as a no-frills wilderness event with aid stations and one drop bag; runners must download the GPX and carry a phone.

A 5K event at DeLeon Springs State Park offering in-person and virtual options, chip timing, race shirt and medal, and fundraising support for Friends of DeLeon Springs State Park.

A dog friendly off-road 5K at Rock Springs Run State Reserve in Sorrento, FL on October 24, 2026. Registration includes park admission, a t-shirt and finisher medals for runner and dog, with limited in-person spots.

Trail races of 25K and 50K through San Felasco Hammock Preserve State Park near Alachua, FL, using single-track and double-track trails with staffed aid stations and a TailGate2Gate celebration zone. Net proceeds support Friends of San Fela..

A Palm Coast trail race on October 25, 2026 with 50K, 24K and 12K looped courses on the Mala Compra Greenway Trail, a 125-runner limit, kids races, and finisher awards.

November 2026

A multi-distance trail event at Dunns Creek State Park on November 7, 2026, featuring an approximately 11.75 mile loop, two on-course aid stations, published cutoffs, and organized support from Sombrero Running.

Timed 12- and 24-hour and fixed-distance ultra events held on a paved USATF-measured 2-mile loop in Ravine Gardens State Park, Palatka, FL, with onsite aid, marked-bottle hydration, enforced cutoffs, and required personal lighting for night..

A fully supported 200-mile point-to-point trail run across Florida from Yankeetown to St. Augustine Beach, featuring long sections of the Florida Trail, varied terrain, GPS tracking, stocked aid stations, and cash awards.

A well marked 5K loop on the Florida Trail in Ocala with running and rucking divisions, live timing, race day packet pickup, and a custom finisher medal; ruck entrants must meet specific weight and pack rules.

Oceanfront 10K and 5K beach races at Anastasia State Park with virtual and shirt-only options; the event supports two local charities and includes a race packet with shirt, medal and bag.

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