Madeira Archipelago has been the focus of several wake studies in recent years. These included: (i) investigations of oceanic eddies; (ii) atmospheric influences on the island-induced flows; and (iii) ocean-feedback mechanisms onto the atmosphere. The Madeira wakes were researched using numerical models, laboratory experiments, airborne and satellite remote sensing, as well as in situ data. Oceanic eddies showed atypical behavior, relatively to former wake studies. On studying the atmospheric influences on the oceanic wake formation, wind was found to be an important source of complementary energy for the generation of oceanic vorticity as well as acting to contain and deform oceanic eddies. Studies, have also suggested an oceanic feedback contribution on the modulation of atmospheric wakes. Rui’s talk will address recent findings of the Madeira wake studies, which might contribute to new insights on the complex dynamics of air-sea interactions, as well as to the knowledge of topographically-induced oceanic (sub)mesoscale processes.