CityRiddler offers AI-generated and individualized experiences tailored to user’s interests with interactive riddles through the city – right on your smartphone, always with you. Imagine you find yourself in a new city and want to explore the history and local culture. Tourist spots tend to be crowded, activities are time and location-bound, and individualized experiences are either expensive or unavailable. CityRiddler offers individualized experiences based on users’ interests with interactive riddles. Duration and start&end location are fully customizable, riddles are fact-based, narrating the city’s beautiful culture followed by interesting information about the place. A passionate riddle community provides riddle content via a revenue-sharing model for scaling purposes. We give locals the opportunity to become a tourist in their own city.