We present a White Paper with a science theme concept of ocean world evolution and habitability proposed in response to ESA’s Voyage 2050 Call with a focus on Titan and Enceladus in the Saturn system. Ocean worlds in the outer Solar System that possess subsurface liquid water oceans are considered to be prime targets for extra-terrestrial life and offer windows into Solar System evolution and habitability. The Cassini-Huygens mission to the Saturn system (2004–2017) revealed Titan with its organic-rich evolving world with terrestrial features and Enceladus with its active aqueous environment to be ideal candidates to investigate ocean world evolution and habitability. Additionally, this White Paper presents a baseline for a multiple flyby m...