Trail Running Calendar Florida 2026-2027

We have found 101 Trailruns in Florida. Check below where and when you can find the races.

Run the Withlacoochee Trail Marathon on April 19 in Hernando on scenic forest trails with marathon, half and 10K options. All finishers earn an award and every entrant gets a cotton shirt and bib.

Tackle sugar sand dunes and coastal trails at the Dunes 50K Ultra and Heavy Half at Jonathan Dickinson State Park in Hobe Sound on April 25, 2026. Choose the 50K, Heavy Half or Kids Free Fun Run and grab a limited spot for the longer races.

Trail races at Gator Wilderness Camp School in Punta Gorda on April 25, 2026 offer 5k, 10k and 15k distances plus a kids dash and a one day virtual option. Proceeds support the camp's residential program for youth.

The Skunk Ape Trail Race in Ocala, Florida offers 50 Mile and 100 Mile ultramarathons on a scenic 50 mile out and back loop through pine scrubs, lakes and prairie. Enjoy rugged trails, strong aid support and memorable finisher swag.

Run the Free to Fly Trail 5K at San Felasco Hammock Preserve on April 25, a scenic trail race that raises funds for Anew and survivors of human trafficking. Enjoy nature and make a real impact through housing, counseling and vocational supp..

May 2026

Join Stomp Out Suicide on May 2, 2026 at Withlacoochee River Park for a scenic trail run or walk that raises awareness for suicide prevention. Choose 1 mile, 5K or 10K routes and enjoy a race shirt, snacks and a finisher award.

The 5K for the Bays will take place in Inlet Beach on Saturday 2 May 2026. You can run between 5 and 10 kilometers.

Wilderness ultra The Tick sends runners 57.41 miles of singletrack through Ocala National Forest from Alexander Springs to Rodman Reservoir Dam. Expect remote, humid conditions and mandatory crew support; registration opens Feb 15, 2026.

Run the Turkey Creek 5K at Turkey Creek Sanctuary in Palm Bay on May 23, 2026 with in person or virtual options for runners and walkers. Enjoy race shirts, custom medals for the first 300 and post race refreshments.

Join Sweat, Swat 'n Swear on May 24, 2026 at Holder Mine Campground for scenic single loop trail runs in Withlacoochee State Forest with 50K, 25K and a 10 Miler. Marked courses, stocked aid stations and a post race picnic.

Lake to Ocean 100K is a point to point ultramarathon from Port Mayaka to Hobe Sound on May 30, 2026. Expect remote Florida single track, abundant wildlife, an 18 hour limit and a memorable beach finish.

June 2026

Two person self supported open road 50 miles through Miami neighborhoods including Wynwood, Miami Beach, Key Biscayne, Calle Ocho and Brickell. Limited to 30 teams and navigation relies on directional cards and manned checkpoints.

Run the Florida Run LEFTOVER Trail Race on June 13, 2026 at Lake Louisa State Park in Clermont, featuring scenic 4 and 8 mile trail courses. Professionally timed with awards, a leftover medal, live music and post race food for a family frie..

Experience the low frills Independence Double in Winter Park on June 27 to 28 with lap based 5K to 50K on a flat, shaded paved trail. Hand timed and cupless, the relaxed event suits self supported runners looking for simple aid and communit..

July 2026

Run the Vero Beach Octopus Ultra on July 11 and 12, 2026 from a scenic Environmental Learning Center basecamp, with distances from a 5K dash up to a challenging 100 mile course. A portion of proceeds benefits the ELC.

Night trail race in the Green Swamp near Dade City, Florida, covering **30K** across pastures, single-track Florida Trail sections, sandy hills and berm loops. Aid stations appear every 3 to 5 miles and a post-race potluck follows.

Run the Trident Trail Races at Jupiter Ridge Natural Area, winding over soft white sand dunes and coastal scrub. Choose distances from short looped 3.3 mile races to the 102 mile Ciento Dos ultra and be ready for July heat and humidity.

August 2026

Run laps on a shaded flat one mile loop between river and ocean at the River to Sea 12 6 Hour Trail Race in Palm Coast FL on Aug 1. Choose 12 hour or 6 hour timed options with a fully stocked aid station and friendly volunteers.

Run under the stars in the Withlacoochee Forest at the Hot August Night Trail Race on single track packed with sand and pine needles. Headlamps required; all finishers get a handcrafted medal and a post race picnic.

September 2026

Wildcat Ultras in Pensacola on September 5, 2026 offers 15 to 100 mile races on a fast 2.5 mile loop through scenic parkland. Frequent crew access, stocked aid, chip timing and RV hookups make this a welcoming ultra weekend.