This chapter revisits Herder’s debate with Kant in his Ideas for the Philosophy of History of Mankind, paying particular attention to Herder’s ideas on individual self-determination and his history of modern liberty and enlightenment. In this work, Herder reinterpreted human self-determination as a distinctive capacity and moral duty, whilst also viewing it as the highest form of self-preservation and sociability exhibited across the spectrum of natural beings. Kant, by contrast, invoked human ‘unsocial sociability’, presenting morality as a late development in human history as well as underlining the role of the modern state in facilitating this development. Herder rejected all the constitutive elements of Kant’s idea for a universal history, whilst also seeking to refine his account of the history of ‘state-machines’ and political government in Europe. He accordingly proposed an alternative vision of the prospects for greater peace in Europe and the world, drawing attention to a moral learning process in human history and the role of commercial cities in the rise of modern liberty. He set up the ‘Hanseatic league’ as an example for a future European union as well as predicted the empowerment of the subjugated peoples of Europe thanks to growing international trade and improved government.