The trailhead is directly east of Tunnel #1 at the multi-use trail sign. The Captain Jacks Trail system is a multi-use system that allows hikers, bicyclists, equestrians, and motorcycles. For those who are up for a real challenge, the Captain Jacks Trail joins with the Jones Park Trail at the saddle behind Mt. Buckhorn, and the trail continues for another 2.4 miles to Jones Park.
From Colorado Springs, take W. Cheyenne Blvd. west (access from I-25 via exit 140A [US 25 S] - right onto Ramona, turns into W Cheyenne Blvd.) Go almost to Seven Falls - just before Seven Falls, turn right into North Cheyenne Canyon. Continue into the park, past Helen Hunt Falls until the pavement ends (approx. 2 miles). Park at the parking lot here. Trail starts up High Drive.
http://www.tripleblaze.com/trail.php?c=3&i=277