Trail Running Calendar Florida 2026-2027

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 offers a well groomed cross country loop of trail and road at Holloway Park in Lakeland on Feb 28, 2026. Choose 10k, 30k, 50k or a five person 50k relay.

Run 118 miles around Lake Okeechobee on the scenic levee trail in this iconic ultramarathon. Choose crew supported or self supported solo cart divisions and tackle open, exposed terrain on the race's 20th anniversary.

Join the Bay to Breakfast 8K Trail Run at Big Lagoon State Park in Pensacola on Feb 28, 2026. Enjoy scenic trails then refuel with a pancake and bacon breakfast at the Governor's Pavilion. Limited spots available.

Join the family friendly Run for the Springs 5K through scenic Silver Springs State Park trails on Saturday Feb 28, 2026. Enjoy a kids area, refreshments, door prizes, age group medals and a Traveling Cup for the fastest team.

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.

Run the Florida Death Race on the scenic Florida Trail with 74 mile and 37 mile options, mostly single track and challenging cutoffs. Every runner carries a railroad spike and finishers cast it into a coffin in a dramatic rite of passage.

Run scenic single loop trails along the Withlacoochee River in the Croom Tract with options from 6K to the challenging 33.3 mile distance. Enjoy aid stations, a post race picnic and a quirky vinyl record finisher award.

Two Prairies Ultra is a low key FAT ASS on the Florida Trail near Salt Springs, FL, with 50K and 30K options through scenic Juniper and Hopkins Prairies. Limited to 50 runners and encourages a trail donation; register by March 7.

Run scenic trails and boardwalks at Panama City Beach Conservation Park in the third annual Gulf Coast Conservation Trailfest, offering 15K and 50K loop options. Enjoy flat compact sand, on course aid, and a relaxed Florida trail vibe.

Run through the Everglades at the 2nd Annual Miccosukee Glades Runner on March 14, 2026 at Miccosukee Indian Village in Miami. Choose from 5K, 16.5 mile or 50K courses and enjoy scenic paved loops with support.

Celebrate cider season with a festive 5k at Formosa Winery on March 15, featuring a scenic looped course and a 1.5 mile option. Entry includes a t shirt, cider pour, homemade donut and a finisher medal that doubles as a bottle opener, plus..

Hungryland is an ultrarun through wetlands and pine flatwoods near West Palm Beach, FL on a scenic 14.3 mile loop. Pick a 6 hour Runner Gunner or a 33 hour Jogger Slogger and log laps in a small eco sensitive event capped at 100.

Run Pensacola's Blackwater 10 Mile Trail Run on March 21, 2026 is a point to point 10 mile route along the scenic Juniper Creek Trail finishing at Blackwater State Park. Finishers receive a medal and t shirt and aid stations will support yo..

Bring your pup and hit the sand for Run with the Pack, a dog friendly 5k and 1 mile fun run at Jacksonville Beach Pier. Enjoy beachside routes, a shirt and medal, and a post run party while supporting Fur Sisters Furever Urs Rescue.

Lace up for the FTC Archer Braid Trail 5k & 10k in Archer, Florida, a flat, paved out and back through peaceful countryside. Choose 5k or 10k, enjoy timed results, age group awards, and a midcourse hydration stop.

Hit the trails at Paynes Prairie Preserve on March 28, 2026 for the Trail of Payne featuring 5k, 10k and a 1 mile fun run. New course winds through varied terrain from soft sand and roots to sunny prairies and shady forest.

Explore the scenic trails of Silver Springs State Park on March 29, 2026 with a half marathon, 10K, 5K or virtual trail run. Enjoy a custom tech shirt and finisher medal as you race past springs, river and abundant wildlife.

Run the 30th Croom Fools Run in Withlacoochee State Forest near Brooksville, FL, with 16 mile, 50K and 50 mile options on a scenic 16 mile loop. Limited field and a laid back post race picnic make for a classic trail day.

Run through scenic Colt Creek State Park in Lakeland FL on April 11, 2026 with 5K, 10K, and half marathon distances. Trails, chip timing, a finisher medallion and post race snacks make this a lively spring event for runners and clubs.