The present disclosure relates to an automotive virtual personal assistant configured to provide intelligent support to a user, mindful of the user environment both in and out of a vehicle. Further, the automotive virtual personal assistant is configured to contextualize user-specific vehicle-based and cloud-based data to intimately interact with the user and predict future user actions. Vehicle-based data may include spoken natural language, visible and infrared camera video, as well as on-board sensors of the type commonly found in vehicles. Cloud-based data may include web searchable content and connectivity to personal user accounts, fully integrated to provide an attentive and predictive user experience. In contextualizing and communicating these data, the automotive virtual personal assistant provides improved safety and an enhanced user experience.