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Cities of the Caribbean

46 articles

Saint-Marc, Artibonite

Saint-Marc (Sen Mak), coastal commune and port city in Haiti's Artibonite department, founded 1695, commune 1915; IHSI 2024 commune population 292,716; colonial export port, now a consumer-goods entry point hit by gang violence and displacement.

San Juan, Puerto Rico

San Juan is the capital and largest municipality of Puerto Rico, founded in 1521, with UNESCO-listed fortifications, about 330,000 residents in 2025, and ongoing water, power, and flood-resilience challenges.

San Pedro de Macorís (city)

San Pedro de Macorís, Dominican Republic port city and provincial capital on the Higuamo river; sugar metropolis of the late 1800s, Maritime District 1882, province 1907, home of the Guloya dance and over 100 MLB players.

Santa Clara, Villa Clara Province

Santa Clara, capital of Villa Clara Province, central Cuba; founded 1689 by settlers from San Juan de los Remedios; site of Che Guevara's December 1958 armored-train battle and mausoleum; about 247,000 residents.

Santiago de Cuba

Santiago de Cuba, Cuba's second-largest city and capital of Santiago de Cuba province, founded 1514/1515 by Diego Velázquez; former colonial capital, site of the 1898 naval battle, the 1953 Moncada attack, and San Pedro de la Roca Castle.

Santiago de los Caballeros

Santiago de los Caballeros, Dominican Republic's second city, founded 1495 in the Cibao region; 561,005 residents (2022), Monument to the Heroes of the Restoration, and a new monorail carrying 20,000 passengers per hour per direction.

Santo Domingo

Santo Domingo de Guzmán, capital of the Dominican Republic and oldest continuously inhabited European city in the Americas, founded 1496/1498 by Bartholomew Columbus; its UNESCO-listed Colonial City holds the first cathedral, hospital and university of the New World.

Santo Domingo Este

Santo Domingo Este (Zona Oriental), Dominican Republic municipality created 2001 by Law 163-01 in Santo Domingo province; 961,844 residents (2022 census), most populous municipality, on the Ozama River's east bank.

Santo Domingo Oeste

Santo Domingo Oeste, municipality of Santo Domingo province, Dominican Republic, created by Law 163-01 in 2001; western edge of the capital, 2022 census population 410,578, Herrera industrial zone, Río Haina port.

Spanish Town

Spanish Town, historically St. Jago de la Vega, is a town in Jamaica. Founded by the Spanish about 1534, it was the island's capital until 1872.

St. George's, Bermuda

St. George's, Bermuda (originally New London), founded 1612, oldest English town in the New World, Bermuda's capital until 1815, and core of the 2000 UNESCO World Heritage site with 21 related fortifications.

St. George's, Grenada

St. George's is the capital, largest town, and main port of Grenada, founded by the French in 1649 as Fort Royal around the horseshoe Carenage harbour, renamed by Britain in 1763, with Georgian architecture, forts, and about 44,777 parish residents.

St. John's, Antigua and Barbuda

St. John's is the capital and only city of Antigua and Barbuda, about 22,000 people on a deep harbour. Known for its 1845 cathedral, cruise port under Global Ports Holding, and waterfront Upland Development.

Utuado, Puerto Rico

Utuado (Ciudad del Viví) is a mountain municipality in central Puerto Rico, founded 1739, named for the Taíno cacique Otoao. 2020 population 28,287; home to the Caguana Taíno ceremonial site and coffee haciendas.

Vega Baja, Puerto Rico

Vega Baja is a municipality on Puerto Rico's central north coast, founded 1776 as Vega Baja del Naranjal; population 54,414 (2020 Census), known for Puerto Nuevo beach, the Melao Melao nickname, and as Bad Bunny's hometown.

Willemstad

Willemstad is the capital of Curaçao, founded by the Dutch West India Company in 1634 around a natural harbour. Its four historic districts, colorful Dutch colonial architecture, and 1997 UNESCO World Heritage listing distinguish it.