Trail Running Calendar Florida 2026-2027

A multi-distance running weekend in Ponte Vedra Beach with in-person and virtual 10 mile, 10K and 5K options, a course on Nocatee Greenway trails, branded gear and awards for overall and age group finishers.

Celebrate Halloween with the Trick or Trot 5K at Ann and Chuck Dever Regional Park on October 17, 2026, featuring a 5K trail run and 1 mile walk on scenic dirt and gravel paths. Wear your best costume for prizes, grab a shirt and medal, and..

A point to point 50K on the Florida National Scenic Trail in Ocala, where runners navigate by orange blazes, must download the GPX and carry a phone, and can use on course aid and one drop bag location.

Hit the Pinellas Trail for a Halloween-themed run supporting veterans. The Camo & Cobwebs event offers a timed 5K and an untimed 1 Mile Fun Run/Walk, both starting and finishing at de Bine Brewing Company. Expect costumes, finisher medals,..

This dog-friendly 5k trail run takes place off-road at Rock Springs Run State Reserve in Sorrento, Florida. Registration includes entry for a runner, their dog, and a guest, with proceeds supporting animal-focused causes. The event features..

Trail running event at San Felasco Hammock Preserve near Alachua, FL, offering 25K and 50K circuits on single track, double track and fields. The race supports Friends of San Felasco and includes aid stations and finisher awards.

This Halloween trail race offers a spooky evening on the Florida Greenway. Choose from 5k, 10k, or a combined challenge in either run or ruck divisions. Costumes are encouraged, and all finishers get a medal.

A coastal trail race in Palm Coast FL with 12K, 24K and 50K loop courses on the Mala Compra Greenway Trail. The route is mostly single track, finishes by the ocean, includes awards for finishers, and offers free kids races.

Celebrate Halloween with a spooky 5K in Clermont. The evening event features haunted zones, a costume contest, and a live DJ. A virtual 5K option is also available.

Wild Florida Trail Run on November 7, 2026 in White Springs, Florida features 50K, 25K and 10K courses along the Suwannee River and benefits the Florida Trail Association. The event includes race shirts, finisher medals, aid stations, and a..

Trail races at Lake Louisa State Park on November 7, 2026 feature 5K, 10K, and half-marathon courses through pine forests, lakeshores, and meadows, with chip timing, aid stations, on-course restrooms, and finisher medallions.

Take on a 10 mile night trail at Jonathan Dickinson State Park with required headlamps and reflective course markings for a safe, scenic run. Dress up for the costume contest and enjoy a finisher medal, T shirt and a post race party with fo..

A community 5K at Vista View Park in Fort Lauderdale on November 7, 2026. Hosted by the Life Alliance Organ Recovery Agency, the evening run raises awareness for organ and tissue donation while honoring donors and recipients.

A Veterans Day running event in Dunedin on November 8, 2026 offering 5K, 10K and kids dashes along the paved Pinellas Trail with American themed finisher medals and family friendly kid runs.

Run 200 miles across Florida on a mixed-terrain course featuring the famous Florida Trail. This fully-supported event offers GPS tracking and a 96-hour cutoff, finishing at the St. Augustine Beach Pier. Top finishers earn cash prizes and al..

Trail half marathon and 5K at Krul Lake in Milton, Florida on November 14, 2026. The courses run through long-leaf pines and the event includes post race awards and a family friendly party with Hot Spot BBQ.

A veterans focused race in Tampa along the Courtney Campbell Trail offering 5K, 10K, half marathon and 15.5 mile courses with virtual options, aid stations, a military discount code, and post race gatherings at Whiskey Joes.

A trail race at Colt Creek State Park on November 21, 2026, offering four distances from 14 miles to 60 miles across repeated 14 mile loops. Aid stations serve each loop and finishers receive handcrafted awards.

A trail running event at Carlton Preserve in Venice, FL on November 28, 2026 offering a half marathon, 10k and 5k with race shirts, post-race snacks, age-group awards, vendor booths and music.

This December relay race unfolds over two days at Alafia River State Park near Tampa. Teams of 8, 4, or 3 runners tackle scenic trails through shaded forests and sandy Floridian terrain. After their runs, participants gather in a festive vi..