Trail Running calendar near Sarasota 2025-2026

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. This out-and-back course features old forest roads, pasture lanes, and the Florida Trail, offering runners a unique nighttime experience surrounded by natural sounds..

The Tick Tock Ultra is a challenging 6-hour and 12-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 Gopher Weedon Trail Run is an annual 8K (4.9 miles) trail race held at the Weedon Island Preserve in Saint Petersburg, Florida. This professionally timed event offers runners and walkers a scenic course through native Florida habitats, including mangroves, salt marshes, and scrublands, with view..

The Tampa Bay 100 Mile Endurance Run is a unique urban ultramarathon held in Tampa, Florida, starting in Ybor City and finishing at Vinoy Park in St. Petersburg. This point-to-point course covers 100 miles through vibrant neighborhoods, scenic parks, beaches, and historic sites across Tampa Bay, inc..

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 extending 18.6 miles south before returning. Participants navigate a mostly..

The 14th Annual FGCU XC Gobbler 5K is a 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 support the FGCU Cross Cou..

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 serves as a Western States Endurance Run quali..

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..

The Coo-Wah-Chobee 50k is an annual trail running event held at Carlton Preserve in Venice, Florida. Featuring distances of 50k, 25k, 5k, and a youth 5k, the race offers a single-loop course that combines mixed single-track and dual-track trails through scenic park terrain. Organized by RunFluent, t..

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, offering distances of 10k, 30k, and 50k, along with a 5-person relay where each participant runs a 10k loop. The course features a top-tier cross country trail that blurs the lines between trail and road running, know..

The Colt Creek State Park Trail Run, held in Florida, offers 5K, 10K, and half-marathon distances through scenic, well-maintained trails featuring lush pine forests, serene lakeshores, and open meadows. The course includes gentle elevation gains and winding paths, providing a diverse terrain suitabl..

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..