Drawing on the full range of available Venetian sources, as well as Ottoman, Genoese, Florentine, and papal materials, the book clarifies the trajectory of Venice's trade with the Ottomans, the evolution of Venetian defensive measures in the Balkans and of Venetian naval warfare, Venice's attempt to aid the Byzantine Empire in 1453, the dynamics of the Venetian-Ottoman war of 1463-79, and the interconnections between Venice's social and political structures and its Italian and Ottoman politics. In so doing, it offers a comprehensive analysis of Venetian-Ottoman relations, ranging from macro to micro scales, and across matters of economic, political, and military history. From a broader Mediterranean perspective, this highlights the intersections of political, social, economic, and technological factors behind accelerated historical change in the late medieval and early modern periods and offers a case study in the ways in which a Mediterranean elite maintained its privileged position over time.