Trail Running calendar near Okaloosa Island 2026-2027

We have found 15 Trailruns within 80 miles of Okaloosa Island. See below where and when you can find the races.

A muddy obstacle race in Brewton, Alabama, featuring more than 3 miles through three parks, a youth course, free parking, showers and primitive camping; finishers receive a shirt, swag bag and medal.

The Emerald Coast Mud Run in Defuniak Springs is an obstacle course event featuring competitive and open 5k and 10k races, plus a kids' fun run. Participants navigate 25-30 mud-filled obstacles. The event also supports orphan populations wo..

May 2026

Experience a fun mud-filled course at Adventure Unlimited in Milton featuring waist-deep mud pits and a post-race festival. This untimed event is perfect for those who enjoy obstacles and a lively atmosphere with friends.

Crawl, climb, and run through 400 acres of trails at the Graham Creek Nature Preserve. This 4-mile obstacle race features over 20 challenges and ends with a 25-yard water obstacle. Participants receive a meal and refreshments, with awards f..

September 2026

A multi-distance loop ultramarathon at the Escambia County Equestrian Center near Pensacola offering 100M, 100K, 50M, 50K and 15M on mostly grass and packed dirt with crew access, chip timing, live tracking and on-site RV parking.

Trail races in Santa Rosa Beach on September 12, 2026 with 5k, 10k and 10 mile routes on marked forest loops. Registered runners receive a shirt and finisher medal and awards are given overall and by age group.

Run through the scenic marshes and forests of Conservation Park to support local estuary protection. Take part in a 10K, 5K, or Fun Run on groomed trails and boardwalks during National Estuaries Week.

October 2026

A 24 hour event at Gulf Coast State College where runners complete one mile every 30 minutes. Solo and two person relay options, USATF sanctioned course, shirts and finishers medals for registered participants.

November 2026

Experience a scenic trail run through the long leaf pines of Blackwater River State Forest. Enjoy a post race BBQ and the opportunity to swim in Krul Lake after completing the half marathon course.

Two trail races, 10 miles and 5 miles, start and finish at the Grayton Beach State Park trailhead in Inlet Beach, FL. Courses run on park trails with roots, sand and possible standing water; overall and age-group awards plus finisher medals..

December 2026

Experience a coastal odyssey from Florida to Alabama at the Emerald Coast Ultra. Choose between 50 mile and 50K distances for individuals or relay teams while running past white sand beaches and historic landmarks.

A 36.8 mile relay and ultra around Choctawhatchee Bay in the Destin area, traditionally held the last week of the year. The event features six unofficial legs, staggered starts for teams and an associated 5K recovery run.

January 2027

A trail race at Pt. Washington State Forest on January 23, 2027, offering a 10-mile single loop and a 20-mile two-lap option across trails and forest roads. Participants receive a race hoodie and age-group awards; refunds are not given if c..

February 2027

Test your endurance at Coldwater Creek by completing ten 5k runs over 24 hours. Navigate single track trails and sandy roads while enjoying provided hot meals and on site camping at this unique ultra distance challenge.

An 8 hour loop race on a private deer ranch near Molino, FL offering individual, four person team, and ruck divisions. Laps are about 4.2 miles on mixed trail surfaces with a full aid station at the start and water at the turnaround.