Trail Running Calendar Florida 2025-2026

Explore scenic Lake Apopka from Magnolia Park on Feb 15, 2026 with 30K, 8 mile, 5K or virtual options for runners, walkers and cyclists. Trail terrain, tech shirt, finisher medal and post race food await.

Family friendly trail run at Disney Wilderness Preserve in Kissimmee with 5K, 10K or Double Down options and a Gopher Tortoise Fun Run for kids. Hats and finisher medals provided; the race is untimed and cupless so bring hydration.

Run the Space Pirate 100 along Florida Space and Treasure Coasts from Cape Canaveral to Jensen Beach; choose the 100 Miler, 100 Miler 3 person relay, 50 Miler or 33.3 Miler. Field is capped at 100, support crew only, and finishers earn a bu..

Run scenic trails at Manatee Springs State Park with a half marathon, 10K or 5K through cypress trees and spring waters, and maybe spot manatees in the wild. Field limited to 350, so register early.

Join the 39th Real Florida 5K 10K at Wekiwa Springs State Park for a scenic off road run through natural Florida. Choose 5K or 10K, enjoy a capped field for a relaxed race vibe and a tech shirt and finisher medal for all entrants.

Run scenic forest roads at The Angry Tortoise in Cary State Forest near Bryceville FL, with 25K and 50K options. Well supported aid stations, hot showers, lunch and proceeds supporting Florida Striders kids make it a rewarding day.

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.

Challenge yourself at the Jacksonville Trail Experience at Diamond D Ranch, an early season Spartan Trail that blends fast, runnable sections with muddy, ankle biting terrain. Choose 10K or 21K to test speed and grit.

Tackle the Florida Death Race, a gritty point to point trail run along the Florida National Scenic Trail from Lee to White Springs with 74 mile and 37 mile options. Every runner carries a railroad spike and finishers earn a lasting keepsake..

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.