This article critiques the application of Karl Polanyi's port of trade model to the development of Livorno, which has often been ascribed to commercial brokerage across cultural, political, and ecological frontiers. Livorno's neutrality during times of war and its position in the corsair and privateering economies would appear to support just such an interpretation of Livorno's growth. Nevertheless, while such interstitial roles were real, by the 1640s they were subordinate to the larger currents of regional and long-distance trade. Livorno's development is better explained with reference to the rise of commodity markets as entrepôts for managing far-flung distribution networks. The Tuscan port's rapid rise should be understood as an integral phenomenon of early modern capitalism, more akin to places such as London or Amsterdam than to the ports of trade studied by Polanyi.

The article explores the emergence and workings of the free port of Gustavia, founded in 1785 shortly after the Swedish acquisition of its first Caribbean colony, St. Barthélemy. Its free trade policy was modelled closely after Dutch and Danish predecessors in the region, which had been successful for centuries as neutral marketplaces, especially during times of international conflict. An increasing field of scholars have begun reconsidering the significance of contraband trade in Caribbean and Atlantic history. Arguments have been made for a more nuanced understanding of Caribbean geopolitics, one that acknowledges the necessity of informal transnational trade networks. The history of Gustavia is poorly explored in this context. With the aid of new sources, it has become possible to assess the economic role of Gustavia in the Caribbean transit trade during the European conflict of 1793–1815; these sources show that the free port was of greater importance than previous research has found it to be. Through its creation, the Swedish government hoped to commercially exploit a colonial territory of marginal value. War was the primary catalyst that drew people as well as capital to the island, contributing to both its commercial strength and cultural diversity. Former inhabitants of Dutch and French colonies sought refuge there in the wake of the French Revolution and the subsequent wars. Albeit for a brief time, Gustavia gained the character of an international, polyglot merchant community and functioned as an imperial crossroads where business could be conducted as usual between allies, neutrals, and enemies.