Trail Running Calendar Florida 2026-2027

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 Halloween themed 5K and 1 Mile Fun Run on October 17 2026 along the Pinellas Trail supporting Club-214 Land & Sea. Proceeds fund veteran services; participants receive finisher medals and costume prizes.

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.

An urban 5K adventure race and a shorter untimed fun run at Independence Landing in Tallahassee on October 17, 2026. The 5K features at least five challenges along the route and finishers receive medals.

A 24-hour running challenge on a USATF-sanctioned one-mile loop at Gulf Coast State College, featuring solo and 2-person relay formats and a rule of one mile every 30 minutes. Runners must be 16 or older and pets are not allowed on campus.

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..

An evening Halloween trail event near Ocala, FL on October 24, 2026 offering 5K, 10K and a 5K plus 10K challenge with run and ruck divisions, verified ruck weight rules, finisher medals and awards.

The 14th Annual Gopher Weedon 8K Trail Run on October 24, 2026 follows 8 kilometers of dirt and boardwalk trails through Weedon Island Preserve, with professional timing, refreshments and proceeds benefiting Friends of Weedon Island.

An evening community event in Sebastian combining a 5K on the rail trail with a haunted trail and trunk or treat, raising funds for counseling and peer support for local first responders.

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.

Experience the famous clay trails of Clermont in this hilly off road event featuring timed 15K and 5K distances. Run along scenic 5 Mile Road and enjoy a professional racing environment with full course support and finisher medals.

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.

A backyard ultra in Lake Wales where runners complete repeated 4.167 mile loops each hour until one runner finishes a final solo loop and is declared the winner.

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.

Lake Louisa State Park Trail Run on November 7, 2026 offers 5K, 10K and half marathon routes through pine forests, lakeshores and meadows. The course is chip timed, has aid stations and on course restrooms, and includes medals and post race..

Experience an adventure race or trail run through the scenic landscapes of Jonathan Dickinson State Park. Choose from multiple distances and disciplines including trekking, mountain biking, and paddling in this multi sport challenge.

A 5K and fan fest at Vista View Park in Fort Lauderdale on November 7, 2026 presented by the South Florida Donor Network. The afternoon event includes race packets with RFID timing chips, awards, a finisher medal, and supports donation awar..

Celebrate Thanksgiving with a series of themed races including a Half Marathon, 10k, and 5k in Orlando. Enjoy chip timed results, finisher medals, and family friendly distances like the Kids Dash and 1 Mile fun run.

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.