15.1mi Run on the Shoulders of Giants

This is one of the most epic trail runs in the Bay Area. Long, technical, athletic, and beautiful beyond comparison. Unless you are truly masochistic, let this route be an end-of-the-season goal or final marathon preparedness test. This route is a point-to-point starting at the top of CA 29 at Robert Lewis Stevenson Park so prepare to come with two cars and ferry to the top (or run the 9 miles and 2000 vertical feet from the parking to the trailhead for the true animals). Also make sure you bring plenty of water and calories, as there is no bail-out on this route.

Start the run by heading up 1 mile of gentle climb along the Table Rock Trail, heading East. The rapidly narrowing trail descends down a rough, rocky slope then twists 1.5 miles along the ridge ducking into narrow defiles and climbing abruptly up steep open stone to reach Table Rock. From the Rock stay on the singletrack continuing East along the ridge. Step up the tempo and cruise along the open ridge singletrack for 2 more miles. Tough out a mile of stone steps and ups-and-downs until the trail drops past Holmes Place onto the Oat Hill Mine trail, a broad rocky fire road. Turn right on Oat Hill Mine and stay light on your feet as you fly down 1800 vertical feet and 5.5 miles of wide, fast, technical slickrock and loose stones to end at parking lot at the foot of the mountain. Source