Trail Running calendar near Santa Rosa Beach 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, featuring three events: 5K Run, 1K Run/Walk, and 10K. The course is a trail run through Conservation Park, weaving over marshes and through woods on well-groomed trails with boardwalks and some paved sections. The route is stroller-fr..

The Mayhaw Music Festival 5K is a scenic cross country race held at Honeybee Farms in Cottonwood, Alabama, about 20 minutes south of Dothan. The 5K course features diverse terrain including open fields, woods, farmland, and a lake crossing, offering runners a unique natural setting. The event takes..

The Commodore 24 Hour Challenge, held at Gulf Coast State College in Panama City, Florida, is a unique endurance running event where participants run one mile every 30 minutes for 24 hours. Runners can compete solo or as part of a two-person relay team, sharing a single race bib. The one-mile course..

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..

Gulf Coast Conservation Trailfest, hosted by Hammer Down Multisport, offers a third annual trail challenge in Panama City Beach Conservation Park, Florida. Runners choose between a 15K loop or a 50K course through a 2,900+ acre park with 24 miles of trails and over a mile of boardwalks weaving throu..