Planning the presentation of advertisements to travelers, includes using a computer and software to receive data pertaining to a departure time, a location of one or more travelers, a starting location of the traveler, and a vendor event, including a time and location for the event. The received information is used to calculate available time between the departure time and the time of the event, and to calculate, for a given mode of travel, a travel time from the starting location to the event location and then to the departure location. The calculated travel time plus a predetermined amount of time at the event location is compared with the calculated amount of time available, and if the calculated amount of time available is at least equal, present an advertisement corresponding to the vendor event to the traveler.