Winter time in Santa Cruz, California supplies some of the most beautiful (and crisp!) days with blue skies and low temperatures. West Cliff Drive is a top spot for locals and tourists alike, for obvious reasons. The six-mile round trip sidewalk (spanning from the Dream Inn to Natural Bridges) provides some of the best views of the Monterey Bay, the Santa Cruz Beach Boardwalk and the Municipal Wharf. Along the way, you will see the world famous point break surf spot Steamer Lane, the state beach and butterfly grove Natural Bridges, and a dozen more hidden coves and beaches.