Operation Outdoor Freedom Trailfest

Santa Rosa Beach, United States • 13 Sep 2025

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, including yellow, red, and orange loops, providing a scenic and challenging experience.

The race supports Operation Outdoor Freedom, an organization offering recreational opportunities for wounded veterans. Participants receive a race shirt and finisher medal, with awards for overall and age group winners. Packet pickup is available the day before the race, and the event emphasizes a respectful refund policy due to weather uncertainties. Visit the organization's website for the most recent information.

Race information

10 mi
10 Miles (ish)
10 km
10k (ish)
5 km
5k (ish)
Visit the organization's website for the most recent information.
Trail runs nearby

The Making Turtle Tracks beach 5K scheduled for Saturday, September 27, 2025 in Panama City Beach, FL was cancelled for 2025. Organizers offered registrants the choice to convert registration fees into a donation or to receive a refund. The event organizers plan to return in 2026. The 4th annual M..

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..

The Grayt Jackalope 10 & 5 Miler takes place on Saturday, November 22, 2025 in Inlet Beach, FL. The event is based at Grayton Beach State Park and offers two race distances: 10 mile 5 mile Both distances start and finish at the Grayton Beach State Park trailhead (gravel parking lot on CR-30A..

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..