Abstract: Techniques and apparatuses are described for generating a contextual travel summary. In example aspects, a device generates a contextual travel summary in a natural language format using artificial intelligence. The contextual travel summary includes easy-to-understand information about a travel situation involving a particular entity, which can represent the device itself, a second device, or a person carrying the device. In some implementations, the contextual travel summary can be used to provide a suggested reply in a communication application. Additionally or alternatively, the contextual travel summary can be automatically updated in real time and can be accessed by an authorized recipient or can be provided to the authorized recipient as a notification. Use of the contextual travel summary can make it convenient for people to provide or receive travel details that are readily understandable. It also provides richer information for an acquaintance to monitor the person's travel for safety reasons.