A method of advertising to a targeted vehicle involves, via a processor at a service center, determining at least one vehicle navigation route to a point of interest, and identifying a marketing agency that represents an entity that is at least one of i) associated with the point of interest, or ii) offering at least one of goods or services directed toward at least one occupant of the targeted vehicle traveling along the vehicle navigation route(s). The method further involves offering, to the marketing agency, advertisement space on a medium external to the targeted vehicle and located along the vehicle navigation route(s). Upon receiving an acceptance of the offer, via the processor at the service center, a command is submitted to a third party facility to display an advertisement of the marketing agency on the medium, where the advertisement is directed to the targeted vehicle.