I'm super excited to finally run the Skyline to the Sea event! Since this is a point-to-point course and the complicated logistics with transportation, I particularly think it's worthwhile to run this course as an organized event.
The trail begins at Saratoga Gap and descends from the Santa Cruz Mountains to the deep blue Pacific Ocean. Along the way you will encounter amazing views of the Monterey Bay, coastal and redwood forests, lush ferns, chaparral, exquisite sandstone formation, crystal clear waterfalls and the beauty of California wildflowers. This gorgeous venue is not to be missed.
Here's a link to a detailed map if you're curious:
Note on the last couple miles, the rolly single-track is highlighted on the map (what CTR did), but based on PCTR's description and profile, you'll stay on the flattish road down low instead.