Port · Hispaniola

Santo Domingo

Santo Domingo, today the capital of the Dominican Republic, is the oldest surviving European city in the Americas, first settled in 1496 and refounded on its present site in 1502. By 1715 it was the poor capital of Spain’s half of Hispaniola, living on cattle hides, a silver subsidy from Mexico and a mostly illegal trade with the French colony next door. Its governors also licensed local corsairs to hunt foreign smugglers.

Is Santo Domingo the oldest European city in the Americas?

Yes, as the oldest one that survived. Spanish settlers first built on the east bank of the Ozama River in 1496. Bartholomew Columbus, Christopher’s brother, founded the town formally in 1498, and in 1502 Governor Nicolás de Ovando moved it to the west bank, laying out straight streets around a main square. That grid became a pattern for Spanish towns all over the Americas.

Columbus had founded an earlier town, La Isabela, on the north coast in 1493, but archaeologists show it was in ruins within five years. So Santo Domingo is the oldest permanent European city in the Americas, not the very first.

It collected many other firsts: the first cathedral in the Americas (built 1514 to 1542), the first hospital, customs house and university, and the oldest archbishopric, the church province led by an archbishop. Here the Dominican friar Antonio de Montesinos preached that the island’s Indigenous people had rights. The Taíno, who lived on Hispaniola before the Spanish came, died in huge numbers in the early 1500s from forced labour, hunger and new diseases, though Taíno words, foods and ancestry live on in Dominican life today.

Don’t mix it up with Saint-Domingue, the French colony in the west of the same island, which became Haiti. Its great port was Cap-Français.

Why was Santo Domingo a poor backwater by 1715?

After a boom in the 1500s, the colony slowly declined. War made things worse. In January 1586 the English commander Francis Drake captured the city, held it for about a month and burned much of it, leaving with a ransom of 25,000 ducats and several hundred hides. In April 1655 a large English expedition tried again but was beaten back, and sailed on to take Jamaica instead.

By the late 1600s the island had sunk into general poverty. An archbishop’s count of 1681 found only about 6,300 people in the Spanish colony. The garrison depended on the situado, a yearly subsidy of silver shipped from Mexico from 1683, which often arrived late and already owed to creditors. Spain sent families from the Canary Islands to fill the empty land, and in 1698 founded the town of San Carlos for them.

The colony lived on cattle. Herds of tame and wild cattle roamed the countryside, and their hides were its main product. Cacao had almost vanished by the 1690s, and only small amounts of tobacco were sent to Spain.

How did Santo Domingo trade with the French next door?

During the 1600s French buccaneers and settlers took over the west of Hispaniola, and at the Peace of Ryswick in 1697 Spain accepted their colony in practice. Spanish law still forbade trading with them, but the two colonies needed each other. The French were building sugar plantations and wanted meat, oxen and mules. The Spanish side had cattle and very few shops.

Around 1700, ranchers in inland towns such as Santiago, La Vega, Azua and Hincha drove cattle and mules west and swapped them for French brandy, cloth and clothing. Hides went out by sea too: in 1699 a royal official complained that about 14,000 had been shipped illegally to Dutch Curaçao, the island of Willemstad.

In 1720 a new tax on cattle sold to the French led the ranchers of Santiago into an armed stand-off with officials from the capital, an event remembered as the Tumultos de Santiago. The cattle trade was not formally allowed until a treaty of 1762.

Who were the corsairs of Santo Domingo?

Spain claimed the right to all trade with its colonies, so foreign ships trading on its coasts were smugglers in Spanish law. To catch them, Spain used corsairs, private ships licensed to seize enemies and smugglers. Ships doing this work were known as guardacostas, Spanish for coastguards.

A royal order of 30 March 1714 let governors in the Americas issue these licences themselves. In 1720 the governor of Santo Domingo licensed Benito Socorras, who that year seized smugglers at Saona, an island off the south-east coast, and in 1725 captured a Dutch ship. His crews earned no wages; they shared the value of what they seized, so they earned only from what they caught. One historian counts only six recorded clashes and seizures from 1720 to 1732, and more than eighty between 1739 and 1744, after war with Britain began.

What was slavery like in Spanish Santo Domingo?

Enslaved Africans were brought to Hispaniola very early. At Christmas 1521 about twenty Wolof-speaking enslaved people escaped from a sugar estate of Governor Diego Colón, Columbus’s son, as part of a planned rising. It is often called the earliest recorded slave revolt in the Americas. Many were caught and executed, and harsh new slave laws followed.

By the 1700s the colony was not a big plantation society like French Saint-Domingue. Enslaved people mostly worked on cattle ranches, in households, or in town, where owners hired them out to sell water, firewood and food. In the 1681 count about 2,200 of the colony’s people were enslaved, and free people of colour later outnumbered both enslaved and white people. Saint-Domingue was both the main buyer of Spanish cattle and the main source of the enslaved people sold in Santo Domingo.

Court records keep a few of their own stories. In 1707 Petronila Guerrero, a woman who had been freed, went to law when her former mistress kept her son as a slave, and a court ordered the boy returned to her. In 1727 at Bayaguana, the former owner of Antonia Días, a woman who had married a free man named Miguel Rincón, went to court to claim the couple’s goods, arguing that whatever an enslaved woman owned belonged to her owner. The records do not say how the case ended. People who escaped slavery in French Saint-Domingue also fled east; in 1677 the town of San Lorenzo de los Minas was founded near the city for them.

Legend or fact?

Legend says: Santo Domingo was the first European town in the Americas.

Records show: Columbus’s La Isabela, founded in 1493, came first but failed within five years. Santo Domingo is the oldest that survived.

Legend says: Pirates sacked Santo Domingo in 1586.

Records show: Francis Drake was an English commander in an open war between England and Spain, not a pirate. His men did loot and burn much of the city, and he left only after a ransom was paid.

Legend says: England won Jamaica by attacking Santo Domingo.

Records show: The English attack of April 1655 failed. The fleet then sailed on and took Jamaica in May.

Legend says: Spanish Santo Domingo was a sugar colony like Haiti.

Records show: By 1700 it lived mainly on cattle and hides. The great sugar plantations were in French Saint-Domingue, today’s Haiti.

Legend says: The leaders of the 1521 revolt are known by name.

Records show: Names such as Gonzalo Mandinga come from local tradition, not from documents of the time.

Sources

  1. Colonial City of Santo Domingo, UNESCO World Heritage Centre (1990). Settlement in 1496, founding in 1498, the move of 1502 and the grid plan; the cathedral (1514–1542) and other firsts; Montesinos.
  2. Santo Domingo, Encyclopaedia Britannica. The oldest permanent European city in the Americas and the oldest archbishopric.
  3. Columbus’s Outpost among the Taínos: Spain and America at La Isabela, 1493–1498, Kathleen Deagan and José María Cruxent (Yale University Press) (2002). La Isabela, founded 1493 and in ruins within five years.
  4. Santo Domingo en el siglo XVII. Economía, población y Real Hacienda, Amadeo Julián, Clío 204 (Academia Dominicana de la Historia) (2022). The 1681 count, the situado from Mexico, Canary settlers and San Carlos, hides, cacao and tobacco, smuggling to Curaçao in 1699, and San Lorenzo de los Minas.
  5. Notas sobre el comercio entre Canarias y Santo Domingo durante el reinado de Carlos II (1665–1700), María Isabel Paredes Vera, XV Coloquio de Historia Canario-Americana (Cabildo de Gran Canaria). Poverty, the late-arriving situado, hides as the main product, illegal trade with the French and recognition at Ryswick.
  6. Sugar and Livestock: Contraband Networks in Hispaniola and the Continental Caribbean in the Eighteenth Century, Juan Giusti-Cordero, Revista Brasileira do Caribe (2014). Cattle and mules traded to the French for brandy and cloth, the 1720 Tumultos de Santiago and the 1762 treaty.
  7. La organización jurídica, económica y social del corso español en la isla de Santo Domingo, Julio César Rodríguez Treviño, ULÚA 22 (2014). The 1714 royal order, Benito Socorras’s licences and seizures of 1720 and 1725, pay by shares and the count of incidents.
  8. Esclavitud más allá de la plantación. El caso de Santo Domingo (siglo XVIII), Clarisa Carmona, Estudios Generales (UNAPEC). Kinds of enslaved work, free people of colour, links with Saint-Domingue, and the cases of Petronila Guerrero (1707) and Antonia Días (1727).
  9. The Great Wolof Scare of 1521, Jane Landers, American Historical Association conference paper (2017). The Christmas 1521 escape from Diego Colón’s estate and its suppression.
  10. The 1521 Santo Domingo Slave Revolt, BlackPast.org (2021). The revolt as the earliest recorded in the Americas, the 1522 laws, and leaders’ names from oral tradition.
  11. El saqueo de Francis Drake a Santo Domingo: trascendencia histórica, Miguel Reyes Sánchez, Clío 200 (Academia Dominicana de la Historia) (2020). Drake’s occupation of January–February 1586, the burning, the 25,000-ducat ransom and the hides he took.
  12. The Western Design, 1655, BCW Project. The failed English attack of April 1655 and the capture of Jamaica in May.
  13. Who Were the Taíno, the Original Inhabitants of Columbus’ Island Colonies?, Robert M. Poole, Smithsonian Magazine (2011). The collapse of the Taíno population and their surviving legacy.

Written for Silver & Sails. Facts last checked against these sources on 12 October 2026. Found a mistake? Tell us.