When studying the living endosome one must first recognise that we are not studying a single discrete organelle but rather a highly dynamic interconnected network of membrane-bound compartments. Endocytosed molecules are sorted and transported through various polymorphic intracellular organelles that mature and interact with one another via fusion and fission events in a highly spatially and temporally co-ordinated manner. As such, we recognise that being a dynamic system, it must be studied in a dynamic fashion. Videomicroscopy has provided profound insights into the cell, and its use in the study of the living endosome has exemplified this supplying a unique perspective on this elusive organelle. In this review we will examine some of the seminal observations that this technology has contributed as well as survey the various assays, tools and technologies that can be applied to understanding the living endosome.