Okaloosa Island
Trail Running Calendar near Okaloosa Island 2026-2027
Explore the top trail runs near Okaloosa Island for 2026-2027! We've gathered 4 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A trailfest near Watercolor, Florida offering 5K, 10K and 10 Mile options on marked forest trails; proceeds support Operation Outdoor Freedom and all finishers receive shirts and medals.
December 2026
A 36.8 mile loop around Choctawhatchee Bay on December 27, 2026, offered as an ultra or as relays for two to six runners. The course passes through Destin, Bluewater Bay, Niceville, Valparaiso, Shalimar and Fort Walton Beach.
January 2027
A 10 mile loop and a 20 mile two-lap trail race on January 23, 2027, through Pt Washington State Forest, featuring natural trail terrain, an official race hoodie for entrants, and awards by course and age group.
February 2027
A trail 50K on February 20, 2027, starting at Point Washington State Forest Eastern Lake Trailhead with three laps or a three person relay. Long sleeve tech shirt, finisher medal and awards are offered, plus a U4 Club for sub four hour solos.