Cascading landslides are specific multi-hazard events in which a primary movement triggers successive landslide processes. Areas with dynamic and quickly changing environments are more prone to this type of phenomena. Both the kind and the evolution velocity of a landslide depends on the materials involved. Indeed, rockfalls are generated when rocks fall from a very steep slope, while debris flow and/or mudslides are generated by fine materials like silt and clay after strong water imbibition. These events can amplify the damage caused by the initial trigger and propagate instability along a slope, often resulting in significant environmental and societal impacts. The Morino-Rendinara cascading landslide, situated in the Ernici Mountains along the border of the Abruzzo and Lazio regions (Italy), serves as a notable example of the complexities and devastating consequences associated with such events. In March 2021, a substantial debris flow event obstructed the Liri River, marking the latest step in a series of landslide events. Conventional techniques such as geomorphological observations and geological surveys may not provide exhaustive information to explain the landslide phenomena in progress. For this reason, UAV image acquisition, InSAR interferometry, and pixel offset analysis can be used to improve the knowledge of the mechanism and kinematics of landslide events. In this work, the interferometric data ranged from 3 January 2020 to 24 March 2023, while the pixel offset data covered the period from 2016 to 2022. The choice of such an extensive data window provided comprehensive insight into the investigated events, including the possibility of identifying other unrecorded events and aiding in the development of more effective mitigation strategies. Furthermore, to supplement the analysis, a specific finite element method for slope stability analysis was used to reconstruct the deep geometry of the system, emphasizing the effect of groundwater-level flow on slope stability. All of the findings indicate that major landslide activities were concentrated during the heavy rainfall season, with movements ranging from several centimeters per year. These results were consistent with numerical analyses, which showed that the potential slip surface became significantly more unstable when the water table was elevated.