Trail Running calendar near Bokeelia 2025-2026

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 th..

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 sc..

Turkey Trails- Fort Myers, organized by Bodies Race Company, takes place at South County Regional Park in Punta Gorda, Florida. The Thanksgiving-themed event offers multiple distances—1 Mile, 5k, 10k—plus a Kids Dash, Volunteer-then-Run opt..

Event details The Legacy Trail Ultra is a free, 60K ultramarathon in Sarasota, FL, organized by the Manasota Track Club. It is the fourth annual running of the event and uses the Legacy Trail as its course. The route is an out-and-back that..

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 T..

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 atmosphe..

Caloosa Fest Ultra : Dec 6, 2025, Alva, FL Caloosa Fest Ultra is a trail race held at Caloosahatchee Regional Park in Alva, Florida. Distances offered include: 50K 25K 5K The event uses an 11.1 mile loop on varying terrain. The 50K is run..

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..

Bodies Race Company presents the Candy Cane Course in Punta Gorda, Florida, held at South County Regional Park-Baseball Field. The holiday-themed race offers 5k and 12k, plus family-friendly options including a 1-mile run and a Kids Dash, p..

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 fi..

Event overview The Coo-Wah-Chobee takes place on January 31, 2026, at Carlton Preserve in Venice, FL. The organizer is RunFluent. This is the second annual running of the event and it uses a single loop course through Carlton Preserve. Race..

Event overview The Pine Island Calusa Trail 5K Run and Walk takes place on Saturday, January 31, 2026, in Bokeelia, FL. The event is a family- and pet-friendly walk/run partnered with the Florida Museum's Randell Research Center. The course..

Event details The Mardi Gras Canicross, 10k and 5k Run takes place on Sunday, February 1, 2026, at Celery Feilds in Sarasota, Florida. The event location is listed as 900 Center Rd, Sarasota, FL 34240. The event program includes the followi..

Gopherdillo Trail Run The Gopherdillo Trail Run takes place on Saturday, February 7, 2026, at Lake Manatee State Park in Bradenton, FL (20007 FL-64, Bradenton, FL 34212). The event includes two distances: 5K 10K Course and logistics Both..

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 f..

Kraken is a running event in Sarasota, Florida, offering 5k and 10k distances. The atmosphere blends racing with a festival vibe, featuring vendor booths and live music. Runners receive snacks, refreshments, a stylish T-shirt, and a finishe..

Event overview The Gator Wilderness Camp Trail Run/Walk takes place on April 25, 2026, at Gator Wilderness Camp School in Punta Gorda, Florida. The event offers trail distances of 5k, 10k, and 15k, plus a Kids Fun Dash and a one-day Virtual..