Trail Running calendar near Sarasota 2025-2026

Pinellas Trail Challenge is an ultramarathon held along Florida’s Pinellas Trail. The out-and-back course starts in St. Petersburg, runs to Tarpon Springs, then returns to Dunedin, covering just over 46 miles.Runners traverse a scenic, paved trail corridor through several communities in Pinellas Cou..

UTE Off Road Festival 2025 is held at Hillsborough County Fair Grounds in Dover, Florida. The event centers on a 5K Trail Run and expands to a range of off-road duathlons and relays. It offers an Off Road 5K for youth (12 and under) and adults (13+), with multiple age divisions, plus Mountain Bike D..

Wild Boar Night Run takes place at Green Swamp Wilderness Preserve – West Tract in Dade City, Florida. The half-marathon trail course runs out along old forest roads and pasture lanes, then onto the Florida Trail to the McNeil Trailhead turnaround (about 6.6 miles out) for the loop, totaling roughly..

Tick Tock Ultra is a Lakeland, Florida lake-lapping endurance event offering 12-hour and 6-hour races, plus a 12-hour relay for teams of 3–5. Runners complete 2.84-mile laps on a paved walkway around Lake Hollingsworth, aiming to log as many laps as possible before the finish. The atmosphere centers..

Trick or Trot 5K Trail Run, presented by Mazda of Port Charlotte, takes place at Ann & Chuck Dever Regional Park in Englewood, Florida. The event features a 5K trail run on a mostly dirt and gravel course, plus a 1-mile trail walk dubbed the Zoomers Trick or Trot. Participants are encouraged to wear..

The Gopher Weedon Trail Run is an 8K trail race held at Weedon Island Preserve in northeast St. Petersburg, Florida (1800 Weedon Dr NE, 33702). The course covers about 4.9 miles of natural trails through mangroves, salt marsh and Florida scrub, with dirt and boardwalk sections and frequent views of..

The Tampa Bay 100 Mile Endurance Run is a third-year, point-to-point urban ultramarathon organized by Skunk Ape Events. The course begins in Ybor City, Tampa, winds through the city and across the bay to Safety Harbor, Dunedin, Clearwater, and Gulf Boulevard, finishing at Vinoy Park in St. Petersbur..

Colt 45 Trail Run, staged by A1 Ultra Events, is held at Colt Creek State Park in Lakeland, Florida. Four distances are offered: Colt Double Malt (60 miles, four 14‑mile loops plus a bonus loop), Original Colt 45 (45 miles, three 14‑mile loops plus a 3‑mile starter loop), Colt Silver (45K, two 14‑mi..

The Legacy Trail Ultra is a free 60-kilometer ultramarathon held in Sarasota, Florida. In its fourth year, the event follows an out-and-back course along the Legacy Trail, starting at Payne Park and heading south about 18.6 miles before returning to the start. There are no road closings and only lim..

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 in Alva, Florida, at Caloosahatchee Regional Park, offers 50K and 25K ultramarathons along with a 5K trail race. The course features an 11.1-mile loop with varying terrain, rolling hills and technical sections, running the perimeter along Green, Black and Blue trails. Runners..

RunFluent Christmas in Lutz, Florida returns for year three with options for a 4-mile race or a 7-hour multi-lap challenge, including a 7-hour, two-person relay. The event takes place at 17302 N Dale Mabry Hwy. Race-day atmosphere features a race T-shirt for every participant, finisher awards, and t..

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..

Long Haul 100 in Lakeland, Florida, is a premier 100-mile and 100-furlong trail race held at Colt Creek State Park. The course showcases Florida’s diverse, scenic landscape, with runners passing wildlife such as bald eagles, deer, alligators, otters, tortoises, and fox squirrels. The 100-mile option..

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..

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..

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 held at Holloway Park in Lakeland, Florida. The event features multiple distances: 10k, 30k, and 50k, plus a 50k relay where five runners each complete a 10k loop. The course blends trail and road elements and is described as a top-tier cross-country experience, with a 10k loo..