From The Caribbean: A History of the Region and Its Peoples, ed. by Stephan Palmié and Francisco A. Scarano (U. Chicago Press, 2013), Kindle pp. 185-188:
As large stretches of the Greater Antilles were falling into general decline and had begun to look inward, giving rise to the peculiar creole cultures one associates today with the Hispanophone Caribbean, one city—Havana—was experiencing unparalleled growth and prosperity. In effect, one of the few Spanish Caribbean success stories of the long 17th century was Havana’s conversion into a major maritime outpost, a dynamic, multicultural center where goods and people from distant lands built an emerging mercantile capitalism. With this change, the economic and demographic epicenter of the Spanish Caribbean moved decisively from the old colonial capital of Santo Domingo to western Cuba. Havana’s growth, laggard at best until about 1590, would be unstoppable after that year. Historians have often remarked how, in economic prowess and cultural achievement, western Cuba became more like a continent than an island. By the end of the 18th century, Havana, this capital of “continental Cuba,” was the third most populous city in the Americas and a crucial link connecting the main elements of Spain’s dispersed overseas empire. The demographic and economic growth that fueled its ascent began around the middle of the 16th century and continued in spurts throughout the long 17th century.
Historian Alejandro de la Fuente and his collaborators (2009) have narrated in great detail the story of Havana’s emergence as the most important of Spain’s Caribbean maritime cities, initially rivaled in importance only by Cartagena [Columbia]. Beginning in the second half of the 16th century, Havana emerged as the crossroads of three key trading circuits in the Spanish Atlantic: the transatlantic trade, the intercolonial trade between various ports in the Spanish circum-Caribbean region, and the intracolonial trade connecting various Cuban ports with the island’s principal commercial hub. The first of these trading circuits funneled large amounts of silver from the continental colonies and some American staples such as sugar, tobacco, indigo, and hides toward Europe in exchange for manufactures, foodstuffs, wine, and enslaved Africans. The second circuit, the intercolonial, grew in importance as Spain’s fleet system of transatlantic navigation (the so-called Carrera de Indias) became more developed. It connected the more marginal ports in the Caribbean, usually bypassed by Spanish ships, with the Atlantic routes. The third circuit, to and from the Cuban interior, linked Havana to the outside world as both supplier and market. Because the forces that made up Cuba’s great maritime city were so far-flung and diverse, and because the people who built the city also hailed from diverse corners of the Atlantic world, referring to Havana as one of the few “Atlantic communities” seems justified.
The three mercantile systems that converged in Havana interconnected with each other in the city’s harbor, a large, deep, well-protected port capable of accommodating dozens of vessels at a time. It was one of the two or three best harbors in the Caribbean and, considering its proximity to the Gulf Stream, easily the best located. During the second half of the 16th century, Havana’s window to the sea would be made virtually impregnable by the construction of three forts (one at each side of the bay’s entrance, and one closer to the main docks) as well as an underwater chain at the harbor’s entrance to interrupt traffic whenever necessary. This defensive complex was highly successful and—as the English corsair Francis Drake found in 1586—could be so formidable that it discouraged even the most daring aggressors from attacking the city.
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As an Atlantic city, Havana gradually became a Spanish Caribbean anomaly in several ways. First, it became a thriving port that drew strength from Spain’s increasing presence as a precious-metal producer in the European system at a time when other port cities in the region were becoming more inward-looking and less cosmopolitan. It also bred a social order more hierarchical than those of smaller cities: Havana’s elite was ethnically more diverse, economically more dynamic, and in its business orientation more akin to other Atlantic hubs like Seville, Cartagena, and Veracruz. As its prosperity grew, Havana’s elite drew more resources from the agriculturally rich hinterland, from which it obtained goods, including sugar, that later were sold via Atlantic networks. Local fortunes grew enough in the 17th century so that some habanero families purchased titles of nobility and imitated in the Caribbean the lavish lifestyles of the Spanish aristocracy. The habanero elite stood at the pinnacle of a society profoundly stratified by class, status, and race—a socioracial hierarchy that in its well defined and protected social spaces was not quite replicated in any other Spanish Caribbean city.
If, in its vitality amid the relative poverty of the 17th-century Spanish Caribbean, Havana occupied one extreme, San Juan stood at the opposite end of the spectrum. A heavily fortified bastion governed by military men, it was the only port in Puerto Rico authorized to engage in direct trade with the metropole. When contacts with the mother country were frequent, as in the final quarter of the 16th century, this arrangement had worked relatively well. After 1625 or so, however, the monopoly trading system collapsed and Puerto Rico was thrust essentially to the margins of Spain’s Atlantic trading circuits. Between 1651 and 1675, reportedly only nine ships left Seville, the Spanish peninsula’s single designated port for colonial trade, for San Juan. As commercial relations with Spain came to a virtual halt, the colonists in Puerto Rico were forced to rely on contraband. These contacts, illegal but commonplace, drew them into a web of trade relations that was centered in the Danish and British islands to the east and south. Thus, contrary to Havana, the Atlantic port city par excellence, San Juan had become a regional port city where life centered on the contraband relations that thrived at the imperial margins and in proximity to foreign colonies.
Still, this poor, underpopulated city on the eastern edges of the Spanish empire, surrounded by impressive walls and guarded by a massive fort (San Felipe del Morro) at the entrance to the bay, was racially stratified and hierarchical in ways reminiscent of Havana, although it was less residentially and socially segregated. Whites (whether rich or poor), free people of African descent, and enslaved persons cohabited in many of the barrios into which the city’s small footprint was divided. San Juan’s landholding and commercial elites were clearly poorer than those of Havana or even Santo Domingo, although many foreign observers remarked on their aristocratic aspirations and claims to racial purity.
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