The Colônia Deep Drilling Project held its first International Continental Scientific Drilling Program (ICDP) workshop in September 2014 at the University of São Paulo (Brazil). Twenty-seven experts from six countries discussed the feasibility and the expectations of a deep drilling in the structure of Colônia located at the southwestern margin of the city of São Paulo. After presenting the studies performed at the site during the last decades, participants focused on the objectives, priorities and detailed planning for a full deep-drilling proposal. An excursion to the site and new auger coring showed the importance of the Colônia site for studying the evolution of a tropical rainforest and to evaluate the interplay between the South American summer monsoon, the Intertropical Convergence Zone (ITCZ) and the southern Westerlies belt during the last 5 million years. In addition, deep drilling will eventually solve the still unresolved issue of the origin of the structure of Colônia as a result of meteorite impact or endogenous processes.