Trail Running Calendar Florida 2025-2026

Run single track trails at the Swamp Trail Race in Palm Coast, FL where 50K, 50K relay, 30K and the Debby 10K breast cancer fundraiser bring trail runners together. Field limited to 125 so register by Feb 18.

Join the Unicorns Among Us 5k in Ormond Beach on Feb 21, in person at Ormond Brewing Company or virtually. Enjoy a chip timed 5k with event shirt and medal, a free brewery pour with your bib, and support The Heterotaxy Connection.

Run through Ocala in the Painted Horse Urban Ultra, an untimed urban adventure and scavenger hunt with 55k and 25k loop courses visiting dozens of painted horse installations. Navigation heavy and mostly self supported.

Run the In the Woods 30A 50K at Point Washington State Forest near Santa Rosa Beach, a three lap trail challenge through sand, singletrack and creek crossings with two and three person relays. All entrants get a tech shirt and finishers rec..

Run or walk the Blackwater Heritage TrailBlazer on Feb 21, 2026 along Milton's scenic, tree lined paved trail. Choose 13 km or 2.7 miles with para athlete divisions, family friendly fun, vendor expo and a 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 in Lakeland Florida on Feb 28 invites runners to tackle a fast, well groomed 10k loop used for NCAA Division II regionals. Choose from 10k, 30k, 50k or a five person 50k relay for a lively community race day.

Run the Lost 118 Ultras, a 118 mile loop around Lake Okeechobee on the exposed levee trail under Florida sun. Choose crew support or a self supported cart division, tackle 18 hour halfway and 38 hour finish cutoffs, and aim for the buckle.

Join the Bay to Breakfast 8 km trail run at Big Lagoon State Park in Pensacola on February 28, 2026 for a scenic morning on the trails. Finish strong and enjoy a pancake and bacon breakfast at the Governor's Pavilion.

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.

Florida Death Race on March 7, 2026 offers a brutal 74 mile and a shorter 37 mile point to point trail challenge along the Florida National Scenic Trail and scenic Suwannee River. Finishers claim a ritual railroad spike at Stephen Foster St..

Run single loop trails along the Withlacoochee River and through serene forest at the Long Play Trail Run in Brooksville. Choose from a 33.3 mile race, a half marathon or a 6K and earn a collectible vinyl record finisher award.

Escape to the Juniper and Hopkins Prairies for a scenic out and back ultra in Ocala National Forest, with 50K and 30K options. Entry is free, the field is capped at 50, registration opens Dec 1, 2025, and carpooling is encouraged.

Run the scenic trails of Panama City Beach Conservation Park, winding over boardwalks through cypress domes and compact sand. Choose a 15K loop or tackle three loops for a 50K and enjoy post race food and aid stations.

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.

Join the Formosa Spiked Apple 5k at Formosa Winery in Kissimmee for a scenic, partly grassy course and tasty cider treats. Choose 5 km or 1.5 mile, get a cider donut and a finisher medal that doubles as a bottle opener while supporting Flor..

Run a redesigned 14.3 mile loop through wetlands, prairies and pine flatwoods at Hungryland Slough near West Palm Beach. Choose 6 hour or 33 hour timed options, chase seven loops for a 100 mile buckle, and enjoy a field limited to 100 entra..

Celebrate St Patrick in Tampa on March 21, 2026 at the Time to Paddy 5k 10k and Lucky 13.1, featuring races from a kid's dash and mile to a half marathon. Enjoy festive shirts, finisher medals, chip timing and virtual options.

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..