In recent years, the GeCo Laboratory has undertaken numerous projects to digitalize vast and complex buildings; the specific nature of the different projects has resulted in a case-by-case approach, each time working on past experiences and updating not only the hardware and software tools but also the management and processing methods. This paper presents the workflow followed for the survey of the Fortress of Saint John the Baptist in Florence, an on-going interdisciplinary project. Presently Florence’s main trade fair congress centre, at the same time it hosts various buildings that bear witness to the fortress’s life-history, combining constructions from the Medici and Lorraine eras with recently built exhibition facilities. Now new research has been required due to the realization of new pavilions and the regeneration of the whole complex. This has included a critical survey, material testing, diagnostic investigations and stratigraphic analyses to define the building’s state of preservation. The working group comprises specialists from different institutions, amongst which the Italian Military Geographic Institute, the University of Florence, the National Research Council Institute for the Preservation and Enhancement of the Cultural Heritage, and the Florence City Council.