Da-Log, is called RoadTrippers its a free software that overlays on Googlemaps/earth. I have tried several and that one is about the best so far, they have an app for your phone/tablet as well. You can save your trips and share with others. It certainly not perfect, but for the price of FREE is certainly better than some of the pay programs/apps.
Here is last years trip to give you a flavor for how it works.