A method and system for dynamic determination of optimal route delivery receives a point of interest location, a current vehicle location, and a date of first set of route directions from a telematics unit over a wireless network by a software application running on a navigation server. The application accesses the first set of route directions and a second set of route directions from a database located on a telematics service provider premises. Both the first and second set of route directions are between the current vehicle location and the point of interest. If there is a traffic obstacle along a route between the current vehicle location and the point of interest location and the traffic obstacle was implemented after the first set of directions, a live advisor sends a notification to a user and provides the user with an alternate method of delivering route directions over the wireless network.