This essay explores the possibility that Latin America may deploy new strategic options in its relations with Washington at the beginning of the twenty-first century. It starts by evaluating what have been the five major foreign policy models of the region with regard to Washington since the end of the Cold War. It proceeds by evaluating the recent dynamics of Latin American insertion into world affairs. Then it introduces three new alternatives for handling U.S. Latin American relations in the coming years. It concludes by pointing out the importance of understanding the scope of the hemispheric challenges for both the region and Washington.