In this paper, we present the architecture and implementation of a Semantic Web Knowledge System that is employed to learn driver preferences for Points of Interest (POIs) using a content based approach. Initially, implicit & explicit feedback is collected from drivers about the places that they like. Data about these places is then retrieved from web sources and a POI preference model is built using machine learning algorithms. At a future time, when the driver searches for places that he/she might want to go to, his/her learnt model is used to personalize the result. The data that is used to learn preferences is represented as Linked Data with the help of a POI ontology, and retrieved from multiple POI search services by ‘lifting' it into RDF. This structured data is then combined with driver context and fed into a machine learning algorithm that produces a statistical model of the driver's preferences. This data and model is hosted in the cloud and is accessible via intelligent services and an access control mechanism to a client device like an in-vehicle navigation system. We describe the design and implementation of such a system that is currently in-use to study how a driver's preferences can be modeled by the vehicle platform and utilized for POI recommendations.