Trail Running calendar near Milton 2025-2026

The Wildcat Ultras is an ultramarathon event held at the Escambia County Equestrian Center in Pensacola, Florida. The race features multiple distances including 100 miles, 100K, 50 miles, 50K, and 15 miles, all run on a 2.5-mile loop course primarily composed of grass and dirt with minimal elevation..

Operation Outdoor Freedom Trailfest is a trail running event held in Santa Rosa Beach, Florida, starting at the Eastern Lake Trailhead off Hwy 395. Scheduled for September 13, 2025, the event offers three distances: approximately 5K, 10K, and 10 miles. The courses utilize well-marked forest trails,..

Race for the Bays 2025 takes place in Panama City Beach, Florida, at Conservation Park. The event offers 5K Run, 1K Run/Walk, and a 10K option (the 10K repeats the 5K route). The race is described as a trail run through marshlands and woods, with trails, boardwalks, and some paved sections; the rout..

Krul Lake Half Marathon is a trail running event set in the Krul Lake Recreation Area within the Blackwater River State Forest near Milton, Florida. The course runs through towering longleaf pines and is described as one of Florida's most beautiful and challenging trail runs. The race starts and fin..

Round the Bay Relay and Ultra is a 36.8-mile race around Choctawhatchee Bay on Florida’s Emerald Coast, encompassing Fort Walton Beach, Destin, Niceville, Valparaiso, Shalimar, and surrounding areas. The 15th annual event begins at The Island, the host hotel and new starting line, offering two optio..