Trail Running calendar near Sarasota 2025-2026

The Summer Sweat 5k is an inaugural running event hosted by the West Florida Y Runners Club, taking place at Wall Springs Park in Palm Harbor, Florida. Scheduled for July 12, 2025, the event features a 5k run/walk primarily on park trails, with a course mostly on blacktop and some sections on hard s..

The Skunk Ape Night Run is a 30K trail running event held at the Green Swamp Wilderness Preserve - West Tract in Dade City, Florida. This unique race features a diverse course that showcases Florida's varied terrains, including pasture lanes, mud, dirt roads, single-track trails, sugar sand, and fir..

The Durty B-EE-RR-UN 6hr is a self-supported Fat Ass running event held at Walsingham Park in Seminole, Florida. Participants run a roughly 3-mile out-and-back loop on paved and concrete paths through the park, aiming to complete as many laps as possible within six hours. The race embraces a low-key..

The Pinellas Trail Challenge is a 46-mile ultramarathon held in St. Petersburg, Florida. The out-and-back course follows the scenic Pinellas Trail, starting in St.Petersburg, heading north to Tarpon Springs, and returning to Dunedin. This long-distance event offers runners a unique opportunity to ex..

The Wild Boar Night Run is a half-marathon trail race held at the Green Swamp Wilderness Preserve - West Tract in Dade City, Florida. Scheduled for September 13, 2025, this out-and-back course takes runners through old forest roads, pasture lanes, and the Florida Trail, offering a unique nighttime e..

The Tick Tock Ultra is a challenging 12-hour and 6-hour ultra running event held at Lake Hollingsworth in Lakeland, Florida. Participants run multiple laps of a scenic 2.84-mile paved loop around the lake, aiming to cover as much distance as possible within the time limits. The event offers individu..

The Tampa Bay 100 Mile Endurance Run is a unique urban ultramarathon held in Tampa Bay, Florida. Starting in historic Ybor City, the point-to-point course traverses diverse neighborhoods and scenic spots including Safety Harbor, Dunedin, Clearwater, Gulf Boulevard, and finishes in St. Petersburg at..

The Colt 45 Trail Run, hosted by A1 Ultra Events, takes place at Colt Creek State Park in Lakeland, Florida. Scheduled for November 22, 2025, this trail running event offers four distances: the Colt Double Malt (60 miles), Original Colt 45 (45 miles), Colt Silver (45K), and Colt Mini (14 miles). The..

The Legacy Trail Ultra is a free 60K ultramarathon held annually in Sarasota, Florida, organized by the Manasota Track Club. The race features an out-and-back course along the scenic Legacy Trail, starting at Payne Park and heading south for 18.6 miles before returning. Participants navigate a mostl..

The FGCU XC Gobbler 5K is an annual community running event held at Florida Gulf Coast University’s Alico Arena in Fort Myers, Florida. The event features a 5K run/walk that loops around the scenic campus, a 1-mile run/walk, and a Tot Trot for children, all designed to be family-friendly. Proceeds s..

The Trail Hog Half Marathon is a trail running event held at Carlton Preserve in Venice, Florida. It features three race distances: a half marathon, a 10k, and a 5k, catering to a wide range of runners. Participants enjoy a festive atmosphere with local vendor booths, music, and community spirit.The..

The Caloosa Fest 5K is a trail running event held at Caloosahatchee Regional Park in Alva, Florida. Scheduled for December 6, 2025, it is part of a day-long festival that also features ultra races of 25K and 50K distances. The event offers a scenic trail course with a supportive atmosphere including..

The Caloosa Fest Ultra, held at Caloosahatchee Regional Park in Alva, Florida, features challenging 50K and 25K trail races on December 6, 2025. The course consists of an 11.1-mile loop with varied terrain, including rolling hills, technical sections, and scenic views along Green, Black, and Blue tr..

RunFluent Christmas is an annual running event held in Lutz, Florida, featuring a 4-mile race and a 7-hour multi-lap challenge, including a 2-person relay option. Now in its third year, the event offers a festive atmosphere with race day T-shirts for all participants and finisher awards. Top three m..

The Peace River 100 Miler is an ultramarathon held at Mosaic Peace River Park in Bartow, Florida. The course features a challenging 10-mile loop combining equestrian trails, sandy paths, rolling grass, and limestone roads. Runners face a 36-hour cutoff to complete the 100-mile distance, with aid sta..

The Long Haul 100 in Lakeland, Florida, is a premier trail race held at Colt Creek State Park, featuring a 100-mile race and a shorter 100-furlong (12.5 miles) option. The 100-mile race consists of six loops of 16.7 miles each, with a 32-hour cutoff and three staffed aid stations. The course offers..

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 mostly on paved and crushed shell paths with some trail sections, designed for road runners who want a taste of nature. The 10K Scramble offers..

The Coo-Wah-Chobee event, held in Venice, Florida, offers runners a choice of 50k, 25k, 5k, and a youth 5k distances. Hosted at the scenic Carlton Preserve, the course features a mix of single-track and dual-track trails, providing a varied and engaging running experience. This single-loop race is o..

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..

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..