During Prohibition (1920-1933), Pedro Point was a hotbed of Rum Running using the seclusion of Shelter Cove (also known as Smuggler's Cove) to evade authorities.
After the Ocean Shore Railroad closed, the tunnel through Pedro Point Headlands was used by alcohol smugglers to store their goods and evade law enforcement. Both ends of the tunnel were blasted shut by Prohibition agents.
Rum Running Boat Coal Harbor. Photo from National Archives.
San Mateo and Prohibition
Prohibition at Princeton