Trail Running Calendar Florida 2025-2026

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 ultramarathon 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, with both day and night sessions. The course features a shorter loop with..

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..

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 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, runners experience an intimate course surrounded by towering cypress trees and crystal-clear s..

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, forest road course ideal for both ultra and trail running beginners. Participants benefit from well-suppor..

The Space Pirate 100 is an ultra running event held along Florida's scenic Space Coast and Treasure Coast, starting in Cape Canaveral and finishing on the beach in Jensen Beach. The race offers multiple distances: a 100-mile solo run, a 100-mile 3-person relay with flexible team strategies, a 50-mil..

All Day at Holloway is a running event held at Holloway Park in Lakeland, Florida, featuring distances of 10k, 30k, and 50k, including a 5-person relay where each member runs a 10k loop. The course is a top-tier cross country route, known for being extremely well-groomed, fast, and partly used for N..

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, offering a scenic Spartan Trail experience. The event features two race distances: a 10K and a half marathon (21K). The course is relatively flat with minimal elevation gain and mostly non-technical terrain, making i..

The Long Play Trail Run, held in Brooksville, Florida, offers a scenic single-loop trail race through the Croom Tract of the Withlacoochee State Forest. Participants can choose from a challenging 33.3-mile ultra, a half marathon, or a 6K, all starting and finishing at the Ridge Manor Trailhead. The..

The Florida Death Race is a challenging trail running event held in Florida, featuring two distances: a 74-mile ultra and a 37-mile "baby" race. The point-to-point course primarily follows the Florida National Scenic Trail, with about 90% singletrack, running along the scenic Suwannee River. The 74-..

The Gulf Coast Conservation Trailfest, held in Panama City Beach, Florida, offers runners a choice between a 15K and a 50K trail race. Set within the scenic Panama City Beach Conservation Park, which spans over 2,900 acres and features 24 miles of trails and boardwalks through cypress domes, the cou..

The Two Prairies Ultra is a unique, no-fee ultra running event held in Fort McCoy, Florida, within the Ocala National Forest. Participants can choose between a 50K and a 30K distance, with the 30K covering the southern half of the course. The race starts at Pat's Island Trailhead and features two ou..

The Hungryland Trail Races take place in the remote and rugged Hungryland Slough Natural Area near West Palm Beach, Florida. This event features a challenging 14.3-mile loop course through diverse ecosystems including wetlands, prairies, swamps, hammocks, and pine flatwoods across 3,000 acres of pro..

The Turtle Trot 10K & 5K is a running and walking event held at SunWest Park in Hudson, Florida. The course features a paved hiking path that loops around historic salt mines, offering participants a scenic and unique experience. Runners and walkers can choose between timed 10K and 5K distances or a..

The Colt Creek State Park Trail Run, hosted by The Florida Run, takes place in scenic Colt Creek State Park, Florida. Offering 5K, 10K, and half-marathon distances, the event features well-maintained trails through lush pine forests, serene lakeshores, and open meadows. Runners experience diverse te..

The Kraken is a running event held in Sarasota, Florida, featuring 5k and 10k race options. Participants enjoy a vibrant atmosphere with live music and vendor booths, enhancing the race day experience. Each runner receives snacks, refreshments, a stylish t-shirt, and a finisher's bottle opener.The e..

The Funest 50k @ Carter Rd is a challenging trail running event held at Loyce E. Harpe Park in Mulberry, Florida. Offering 10k, 30k, and 50k distances, the course features rolling hills and twists through an old abandoned phosphate mine, utilizing the rugged Carter Rd mountain bike trails.Runners fa..