Trail Running calendar near Southwest Jacksonville 2025-2026

Experience the Sombrero Ultra Running Festival in Middleburg FL with races from 3 to 48 hours, live music, vendors, and themed giveaways. Bring your crew and enjoy a runner village, a single aid station, medical support, and awards.

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 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..

Take on Spartan Trail in Jacksonville at Diamond D Ranch with 10K or half marathon options on mostly flat Florida trails that include some ankle biting and muddy sections. Weekend also features Spartan obstacle course races for extra advent..

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.

Support Safe Animal Shelter with a scenic trail run at Jennings State Forest on April 12, 2026. Choose 5K, 10K, or half marathon on wide, flat trails and enjoy swag and raffle fun while helping animals in need.

Skunk Ape Trail Race in Ocala invites runners to tackle 50 mile out and back or the double loop 100 mile challenge through scenic Cross Florida Greenway. Expect sandy single track, night miles with glow lights and stocked aid stations.