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This contribution presents the outcomes of a three-credit elective course offered at Lawrence Technological University’s College of Architecture and Design that involved a week-long travel experience in Rome with undergraduate and graduate students. The course used on-the-fly digital synthetic creations with AI text-to-image and image-to-image generation. The students collectively produced a disciplinary design-fiction tour book for a futuristic Rome, integrated into the city's historical layers. Inspired by the 1978 Roma Interrotta/Interrupted Rome project, the students reimagined the city using AI-informed storytelling to create altered narratives that explored common themes and critical insights. The digital tools allowed students to seamlessly blend AI-generated ideas with photos from the tour, linking historical contexts and contemporary design proposals. The critical use of AI served as a valuable tool in this process, educating designers on the importance of site-specific considerations and capturing the essence of a place through innovative creations informed by their experiences.