There is provided an information supplying apparatus and an information supplying method capable of obtaining an aptitude for a route to a destination for each driver. The information supplying apparatus is used for obtaining the aptitude for the route to the destination for each user. The road information storage unit stores the road information. The route calculation unit calculates the route from the departure place to the destination, based on the road information. The driving characteristic information storage unit stores the driving characteristic information showing the experience value and the ability for driving for each of the plural users. The aptitude calculation unit calculates the aptitude for the route for each user, based on the characteristic information. The display control unit displays the image corresponding to the aptitude calculated by the aptitude calculation unit. Thereby, in such a case that the plural users own the single vehicle in common, it becomes possible to appropriately determine the driver suitable for the route to the destination.