Trail Running Calendar Florida 2025-2026

Run single track trails in Palm Coast on Feb 21, 2026 with distances from a challenging 50K, now offering a new 50K relay, down to a meaningful 10K fundraiser. The field is capped at 125 runners for a close knit trail experience.

Run a 5 km in person or virtual in Ormond Beach on Feb 21, 2026 to honor a child and support The Heterotaxy Connection. Registration includes a shirt, medal, chip timing for the in person race and a free pour at the finish.

Run Ocala's Painted Horse Urban Ultra, a low key, self supported navigation adventure from the Where's the Finish? Podcast on Feb 21 2026. Choose 55k or 25k loops that visit dozens of painted horses for a noncompetitive, unsupported adventu..

In the Woods 30A 50K on Feb 21 2026 in Santa Rosa Beach challenges runners with 31 miles of sandy, rooty pine forest trails. Solo and 2 person or 3 person relays available, plus a trucker hat and finisher medal.

Celebrate the 27th year of the Blackwater Heritage TrailBlazer on Feb 21, 2026 in Milton, Florida. Run a scenic, paved 13 km course or join the 2.7 mile fun run with strollers and leashed dogs welcome, then unwind at the brewery after party..

Explore Lakeland on a 30k urban adventure visiting painted swans from the Swansation art trail while navigating with a race book. This low key, self supported run from the Where's the Finish? Podcast mixes city charm and relaxed challenge.

All Day at Holloway invites runners to a scenic cross country style course mixing trail and road at Holloway Park on Feb 28, 2026. Choose from a 10k up to a 50k or join a five person relay for a fun team challenge.

Run the iconic 118 mile loop around Lake Okeechobee on the exposed Herbert Hoover levee during the full moon weekend in February. Choose crew supported or solo cart self supported options for a memorable, rugged ultramarathon experience.

Run the Bay to Breakfast 8K through scenic Big Lagoon State Park in Pensacola for a morning of trail miles and good company. Finishers enjoy pancakes and bacon at the Governor's Pavilion to refuel and celebrate.

Run for the Springs is a community 5K trail run at Silver Springs State Park, featuring scenic forest trails and a family friendly atmosphere. Enjoy a kids area, refreshments and door prizes while supporting local septic grants.

Run the Jacksonville Trail Experience at Diamond D Ranch on March 1, 2026, with 10K and half marathon routes that mix runnable stretches with some tricky, muddy terrain. The weekend also features Spartan obstacle races and a festival atmosp..

Florida Death Race is a rugged point to point on the Florida National Scenic Trail with remote singletrack and Suwannee River views. Choose 74 mile or 37 mile, carry the signature railroad spike and earn a keepsake at the finish.

Run scenic single track through Withlacoochee State Forest along the river at the Long Play Trail Run in Brooksville, Florida. Choose 33.3 miles, a half marathon or 6K and finish with a vinyl record and post race picnic.

Run the Two Prairies Ultra in Ocala National Forest near Salt Springs, choose 50K or 30K on scenic out and back routes through Juniper and Hopkins Prairies. Entry is limited to 50 runners and a suggested donation supports the Florida Trail.

Explore scenic trails and boardwalks at Panama City Beach Conservation Park in the Gulf Coast Conservation Trailfest, with 50K and 15K options on flat compact sand through cypress domes. Aid stations and post race food keep you fueled.

Run through the iconic Shark Valley loop in the Everglades with 5K, 16.5 mile and 50K options hosted at the Miccosukee Village in Miami. Finishers get a medal and shirt and race day features family fun and a live alligator show.

Hungryland invites runners to tackle a scenic 14.3 mile loop through West Palm Beach's Hungryland Slough on March 21, 2026. Choose a 6 hour challenge or a 33 hour loopathon and aim for seven laps to earn a coveted 100 mile buckle.

Celebrate St Patrick's season with the Time to Paddy 5k, 10k, half marathon and fun runs in Tampa on March 21, 2026. Choose live or virtual options and enjoy shirts, medals and family friendly races for all ages.

Celebrate St Patrick spirit at the Time to Paddy 5k/10k and Lucky 13.1 in Orlando with in person and virtual options for every pace, from a 1 mile and kids dash to a half marathon. All finishers get a designer shirt and custom medal.

Join Time to Paddy in Jacksonville on March 28, 2026 for 5k, 10k, Lucky 13.1 and family fun. Run in person or virtually and enjoy chip timing, free photos and post race food.