Trail Running Calendar Florida 2026-2027

A community 5K, 10K and one mile event along the LaVilla Link and S Line Rail Trail in Jacksonville. Proceeds support Groundwork Jacksonville and local creek restoration and trail-building efforts.

Trail runs of 5K, 10K, and a fun run at Conservation Park in Panama City Beach on September 26, 2026. Proceeds support the St. Andrew and St. Joseph Bay Estuary Program.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.

A multi-distance running event at Jay Blanchard Park on September 27, 2026 offering a half marathon, 10K, 5K, 1 mile, kids dash, volunteer option and a virtual race, with bibs, shirts and finisher medals provided for most entries.

Trail races on the Croom Hiking Trail in Brooksville, Florida offering 50K, 16 mile and 9 mile options plus a spectator entry. The route passes longleaf pines, scrub oak hills, creek bottoms and cypress ponds.

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 on Oct 10 and 11, 2026 features obstacle course events from a 5 km sprint with 20 obstacles to a 10 km super with 25 obstacles. Team entries can secure shared start times and verified discounts are avail..

A Halloween themed trail event in Englewood offering a 5K and a 1 mile walk at Ann & Chuck Dever Regional Park. Shirts, bibs, 5K finisher medals, costume awards and proceeds benefit the Zoomers Scholarship Fund.

A point-to-point 50K on the Florida National Scenic Trail Western Connector near Ocala, FL. The rugged route follows orange blazes with required GPX navigation, on-course aid, and one drop-bag zone; runners handle their own transport.

A Halloween themed 5K and 1 Mile Fun Run/Walk on the Pinellas Trail in Palm Harbor benefiting Club-214 Land & Sea, with finisher medals, costume prizes, age group awards, and proceeds supporting veterans and their families.

An urban 5K adventure race in Tallahassee with at least five on course challenges and finisher medals. A separate untimed fun run under one mile is offered and T shirts are available for an extra $10.

A USATF sanctioned 24 hour event at Gulf Coast State College where participants run one mile every 30 minutes. Individual and two person relay options, age minimum 16, with shirt and finisher medal for registered runners.

A dog-friendly, off-road 3.1 mile trail event at Rock Springs Run State Reserve offering timed results, participant and dog finisher medals, event shirts while supplies last, included park admission for one guest, and on-site packet pickup.

A trail race in San Felasco Hammock Preserve near Alachua, Florida offering 25K and 50K on single-track, hiking trails, and rolling hills. Aid stations offer water and basic foods; participants must carry their own cups and supplies.

A Halloween-themed trail event at Pruitt Trailhead in Dunnellon offering 5K and 10K runs and rucks plus a combined 5K+10K challenge. Ruck weigh-in standards apply and headlamps are required for the longer courses.

An 8K trail race through Weedon Island Preserve on October 24, 2026, featuring natural trails, boardwalks, views of Tampa Bay and professionally timed results; proceeds support Friends of Weedon Island.

A coastal trail event in Palm Coast, FL with **50K**, **24K**, and **12K** options on hammock-shaded single track along the Mala Compra Greenway. Field limited to 125, includes finisher shirts, handcrafted overall awards, and free kids race..

A Halloween 5K in Clermont with haunted spook zones, a costume contest, and a live DJ. A virtual 5K option includes shirt, bib, medal and domestic shipping.

Trail running event in White Springs, Florida offering 50K, 25k and 10k distances with aid stations and cutoffs. Races finish at Stephen Foster Folk Culture Center State Park and benefit the Florida Trail Association.

A chip-timed trail run at Lake Louisa State Park with 5K, 10K and half-marathon options, aid stations roughly every two miles, on-course restrooms, post-race food and awards for individual and team categories.