A system and method for detection of drive-arounds in a retail setting. An embodiment includes acquiring images of a retail establishment, analyzing the images to detect entry of a customer onto the premises of the retail establishment, tracking a detected customer's location as the customer traverses the premises of the retail establishment, analyzing the images to detect exit of the detected customer from the premises of the retail establishment, and generating a drive-around notification if the customer does not enter a prescribed area or remain on the premises of the retail location for at least a prescribed minimum period of time.