Cheryl Shops

This post could also be titled What NOT to wear in Pebble Beach, because—full disclosure—it was FREEZING when we took these photos, but such is life in Northern California in June. To back up a bit, I spent an awesome weekend at an AirBnB in Pebble Beach with a bunch of friends, and if you've never been there, it's one of the most beautiful places in California. (I know I say that about every place I go in California, but there's something really magical and special about Pebble Beach.) The trees are draped with this mystical-looking moss, the beaches have blindingly white sand, and the coastline can be rocky and rugged in some places, soft and lush in others. The challenge is that the weather can be all over the place—50 degrees and foggy one day, 75 and sunny the next. So the key to dressing for Pebble Beach weather can be summarized in one word: layers.