Trail Running Calendar Florida 2025-2026

The Scrub Jay Races, held annually at Oscar Scherer State Park in Osprey, Florida, feature a 5K and a challenging Scramble 10K trail run. The 5K course is road-runner friendly, mostly on asphalt, pavers, and crushed shell paths, with the final mile on park trails including a small sandy section. The..

This ain't your Mothers 50k & Trail Marathon is an annual trail running event held in Middleburg, Florida, within the scenic Jennings State Forest near Jacksonville. The race features multiple distances including a 50K, trail marathon, 12K, and 7K. The courses traverse the diverse Pioneer Trail, kno..

Forgotten Florida, a Run Bum Tours trail ultramarathon in Christmas, Florida, offers 100 and 50 mile, plus 15 and 8 mile distances. The 100/50 are point-to-point, beginning in Oviedo and finishing at Tosohatchee; the 50-mile course covers the first 50 miles of the 100. Most of the routes are 80% tra..

Coo-Wah-Chobee 50k-25k-5k is a RunFluent event held at Carlton Preserve in Venice, Florida. The second annual race offers a single-loop 50k, plus 25k, 5k, and a youth 5k option, appealing to runners of varying abilities. Runners navigate a course that blends mixed single-track and dual-track trails..

Death at Dupuis (A Backyard Event) is a not-for-profit endurance race in the Dupuis Management Area near Canal Point, Florida. Runners complete a 4.1667-mile loop in a “last person standing” format, with loops restarting hourly until only one finishes on time or all quit. A warning whistle sounds 3,..

The Wagging Tails on the Trails is an annual running event held at Pepper Park Riverside on Hutchinson Island in Fort Pierce, Florida. Scheduled for February 7, 2026, it features a 5K trail run/walk and a new 9K trail run option supporting the local K9 unit. The course is a flat, hard-packed trail w..

The Sombrero Ultra Running Festival (SURF) is an endurance running event held in Middleburg, Florida, at the Clay County Regional Sports Complex. It offers a variety of timed race options including 3, 6, 12, 24, and 48-hour runs, accommodating runners from first-time ultramarathoners to seasoned ath..

Whispering Pines is a free, flexible trail running event held at Whispering Pines City Park in Inverness, Florida. Featuring a 5-mile loop of mixed single-track and double-track trails with packed sand and pine needle surfaces, the course offers gentle hills, ample shade, and two paved road crossing..

The Sasquatch Run in Venice, Florida, is a vibrant trail running event held at Carlton Reserve. It offers multiple race distances including 15k, 10k, 5k, and a virtual race option, catering to a wide range of runners. Participants enjoy a festive atmosphere with local vendor booths, music, and commu..

AdventHealth Lake Apopka Scenic Trail 30K Run, 8 Miler & 5K is a Sommer Sports Events trail race at Magnolia Park, Apopka, Florida. Runners choose from three distances: a 30K loop (about 18.6 miles) along the Lake Apopka North Shore Trail, an 8-mile out-and-back to the historic Pump House, and a 5K..

Swamp 10k/30k/50k Trail Race, staged in Palm Coast, Florida by East Coast Trail Racing, offers 50K, 50K Relay, 30K, and 10K on rugged single-track trails. The course is described as beautifully challenging, featuring 2,345 feet of elevation gain on the 50K—the most for any Florida 50K. The event fos..

Space Pirate 100 is an ultra-distance running event along Florida’s Space and Treasure Coasts, anchored at Cape Canaveral. Runners choose from four distances: a 100-mile solo, a 100-mile relay (3-person team), a 50-mile, and a 33.3-mile route. The course traces south along the Space Coast, past hist..

The Real Florida 5K and 10K is an annual cross-country race held at Wekiwa Springs State Park in Apopka, Florida. Celebrating its 39th edition in 2026, the event features an off-road course through scenic natural surroundings. Participants receive a commemorative T-shirt and medal, with awards for o..

The Angry Tortoise 50K and 25K trail runs take place in the scenic flatwoods of Cary State Forest near Jacksonville, Florida. Celebrating its 13th anniversary in 2026, this event offers a flat course on forest roads, making it ideal for newcomers to ultra and trail running. Participants benefit from..

The Florida Run @ Manatee Springs State Park is a scenic trail running event held in Chiefland, Florida, featuring 5K, 10K, and half-marathon distances. Set within the beautiful Manatee Springs State Park, the race offers participants an intimate experience surrounded by towering cypress trees and c..

All Day at Holloway is a multi-distance running event held at Holloway Park in Lakeland, Florida (2402 Holloway Park Dr). Distances offered include a 10k loop, 30k and 50k options, plus a 5-person relay where each runner completes a 10k loop for a total of 50k. The course blends cross-country with t..

The Lost 118 Ultra is a challenging 118-mile ultramarathon held annually around Lake Okeechobee, Florida, on the Lake Okeechobee Scenic Trail (LOST). Scheduled for February 28, 2026, this solo event requires runners to complete a full counterclockwise loop on a mostly paved 10-foot-wide asphalt path..

The Gator Dash Trail Run takes place at Diamond D Ranch near Jacksonville, Florida, as part of the Spartan Trail series. The event offers two race distances: a 10K and a half marathon (21K). The course features minimal elevation gain with mostly non-technical terrain, making it ideal for a first spe..

Long Play Trail Run in Brooksville, Florida, takes runners on a single epic loop through the Croom Tract of the Withlacoochee State Forest. The event offers three distances: a 33.3-mile ultra, a half marathon, and a 6K, all beginning and ending at the Ridge Manor Trailhead along the Withlacoochee Ri..

Florida Death Race, held in White Springs, Florida, offers two point-to-point ultras along the Florida Trail: a 74-mile race with about 2,500 feet of elevation, and a 37-mile “baby” race with about 1,500 feet. The 74-miler starts at Full Circle Dairy Farm in Lee and finishes at Stephen Foster Folk C..