Trail Running calendar near Southwest Jacksonville 2026-2027

Experience a weekend of trail running in Middleburg Florida with five distance options from 7 miles to 100 miles. Join this multi day event held each December on the scenic local trails.

Experience a community trail race through the maritime hammocks of Fort Clinch State Park. Choose from 10k, 30k, or 50k distances on a scenic singletrack loop where every registration helps fund Florida State Parks.

Dark Anchor is an ultramarathon on Jekyll Island featuring runnable, low‑elevation loops under the stars, chip timing, live tracking, and race options from 25K up to 100 miles with a 34 hour time limit.

Experience an obstacle course race through the flat backcountry of Diamond D Ranch in Jacksonville. Choose from multiple distances including a 5K Sprint and 10K Super while racing past local wildlife and farm animals.

Experience a fast trail race at Diamond D Ranch in Jacksonville with minimal elevation and scenic views. Choose between 10K and Half Marathon distances on a course featuring a mix of speed sections and classic Florida mud.