The Cowboy Trail stretches 195 miles across crushed limestone. In some sections, sand from the surrounding dunes can soften the surface, making you work a bit harder and testing your legs. Winds sweep across the open landscape, adding both challenge and character to the ride. Goathead thorns are common, so puncture-resistant tires are a smart way to stay focused on the trail, not repairs. These are just small challenges in a ride that’s overall easy and beginner-friendly.