Automated travel diary creation is provided. Various implicit and explicit signals are collected and shared with a trip content generation system, which operates to identify visits made by a user and details about trip associated visits, to generate sentences describing the visits based on a learned personal writing style of the user, and to order the generated sentences and form coherent paragraphs in combination with related images to generate an automatically curated, enriched, and personalized travel diary. The travel diary is displayed to the user in a graphical user interface. The user is enabled to edit the travel diary and to share the travel diary with other users.