Point Reyes Station, California
Credit: John Elk / Getty Images

Located on the edge of Point Reyes National Seashore and at the end of narrow Tomales Bay, Point Reyes Station has a frontier feel that doesn't fade even after you get the creeping sensation every local has a graduate degree. Long a haven for Bay Area professionals looking to be less professional, the town serves as the hub for a beautiful stretch of cost that hosts a healthy oyster fishery, a sprawling trail network, and, depending on the season, pods of whales. Only a short drive from Napa and Sonoma, the Station presents an alternative history: What if the hippies won?

What to Do for Fun: Hiking Drake's Beach in Point Reyes National Seashore is almost as memorable an experience as trying to digest pounds worth of Devil's Gulch at the famed Cowgirl Creamery and bivalves at the Tomales Bay Oyster Company.