46 articles
Baracoa
Baracoa, Cuba's oldest town (founded 1511/1512 by Diego Velázquez as Nuestra Señora de la Asunción), first capital of the island, in Guantánamo province; supplies ~70% of Cuban cocoa, near El Yunque and the Toa River.
Basseterre
Basseterre, capital of Saint Kitts and Nevis on the island's southwest coast, about 16,000 residents; founded by the French in 1627, British capital from 1727, home to Port Zante cruise port.
Bayamo
Bayamo, capital of Granma province in eastern Cuba, founded by the Spanish in 1513; cradle of Cuban nationality where Pedro Figueredo wrote the national anthem La Bayamesa, first sung there on October 20, 1868.
Bayamón, Bayamón
Bayamón is a municipality of Puerto Rico in the north-central part of the island, the second most populous after San Juan and part of the San Juan metropolitan area.
Bridgetown
Bridgetown is the capital and largest city of Barbados on Carlisle Bay, a UNESCO World Heritage colonial port town (Historic Bridgetown and its Garrison, 2011) central to the sugar and slave trades, home to the modern Port of Bridgetown, and namesake of the Bridgetown climate-finance Initiative.
Camagüey
Camagüey: city and province of east-central Cuba; founded as Santa María del Puerto del Príncipe, moved inland 1528; labyrinthine UNESCO World Heritage historic centre (2008); Cuba's largest province, 15,413 km².
Charlotte Amalie, U.S. Virgin Islands
Charlotte Amalie is the capital of the U.S. Virgin Islands on St. Thomas, founded by Denmark in 1672 as Taphus, a free-port trading hub from 1764, sold to the United States for $25 million in 1917, now a cruise tourism center.
Cienfuegos
Cienfuegos (La Perla del Sur) is a Cuban port city founded April 22, 1819 by French settlers from Bordeaux and Louisiana under Spanish rule, with a 25-block Spanish Enlightenment grid plan; its neoclassical historic center became a UNESCO World Heritage Site in 2005.
Fort-de-France
Fort-de-France, formerly Fort-Royal, is the capital and largest city of Martinique, France. Capital since 1692, dominant after Saint-Pierre's 1902 destruction; 75,506 inhabitants in 2023, major Antilles port.
Freeport, Bahamas
Freeport, Bahamas: second-largest city, on Grand Bahama Island, founded 1955 under the Hawksbill Creek Agreement with the Grand Bahama Port Authority as a 230-square-mile tax-free zone guaranteed until 2054, now subject of a 2026 arbitration ruling.
George Town, Cayman Islands
George Town, Cayman Islands: capital, seat of government, and main port on Grand Cayman's southwest coast. Largest district (43,220 residents, 48.7% in 2024), offshore finance hub, tender-only cruise port after the 2025 referendum rejecting piers.
Georgetown, Guyana
Georgetown, Guyana: capital and only city, on the Demerara River estuary, formerly Dutch Stabroek, city by Royal Warrant 1842. About 311,000 residents, largely below sea level, protected by seawalls, sluices, and pumps against recurrent flooding.
Hamilton, Bermuda
Hamilton, Bermuda: capital since 1815, founded 1790, incorporated 1793, named for Governor Sir Henry Hamilton. A 177-acre port city, Bermuda's financial and business center, governed by the Corporation of Hamilton under the City of Hamilton Plan 2025.
Havana
Havana (La Habana, San Cristóbal de la Habana), capital and largest city of Cuba, founded 1519; Spanish colonial port with UNESCO-listed Old Havana and fortifications (1982), over 2 million inhabitants, now in deep economic crisis.
Holguín
Holguín, Cuba's "City of Parks," capital of Holguín province in eastern Cuba; founded 1545 as Hato de San Isidoro de Holguín; about 345,000 residents, gateway to Guardalavaca beaches and Humboldt National Park.
Kingston, Jamaica
Kingston, Jamaica: capital and largest city, founded 1692 after the Port Royal earthquake, capital since 1872. Parish 89,186 (2022); KMA 661,862 (2011); major Caribbean transshipment port (2.35m TEU 2024) and UNESCO Creative City of Music.
La Romana, La Romana
La Romana, city and head municipality of La Romana province, Yuma region, Dominican Republic. Sugar-built town (Central Romana mill, 1917), port since 1954, home to Casa de Campo; 139,238 residents (2022).
Las Tunas, Las Tunas Province
Las Tunas (Victoria de las Tunas) is the capital city and municipality of Las Tunas Province, eastern Cuba, a 1976-created province of 6,595.25 km² and eight municipalities with a sugar-based economy.
Montego Bay
Montego Bay (Mobay), Jamaica's second city in St. James parish on the northwest coast, is the island's tourism capital, home to Sangster International Airport, Sam Sharpe Square, and a major cruise port.
Nassau, Bahamas
Nassau, Bahamas: capital and largest city on New Providence island; founded as Charles Towne 1695, renamed for William III of Orange-Nassau; 296,732 island residents (2022 census); record 5.6 million cruise passengers in 2024; UNESCO Creative City known for Junkanoo.
Oranjestad, Aruba
Oranjestad (locally Playa) is the capital of Aruba, named in 1824 after the Dutch royal House of Orange following a gold discovery. Known for Fort Zoutman, the Willem III Tower, Port City redevelopment, and downtown revitalization.
Philipsburg, Sint Maarten
Philipsburg is the capital of Dutch Sint Maarten, a four-street town on a sandbar between Great Bay and the Great Salt Pond, named after John Philips, living on cruise tourism and duty-free Front Street shopping.
Pinar del Río
Pinar del Río, city and westernmost province of Cuba (Vueltabajo), capital of the country's tobacco region producing 80% of Cuban tobacco; city titled 1867, province formed 1878, near Viñales Valley.
Ponce, Puerto Rico
Ponce, Puerto Rico: La Perla del Sur, the island's second-largest city on the south coast. Founded 1692, deepwater port (50-ft channel), 137,491 residents (2020), hit by 2020 earthquakes and extreme heat.
Port of Spain
Port of Spain, capital of Trinidad and Tobago, a coastal grid-planned city of 37,074 (2011 census) in a metro of about 544,300; known for the 1808 Great Fire, severe commuter congestion, and flood vulnerability.
Port Royal
Port Royal, Jamaica, is a historic town at the mouth of Kingston Harbour, founded by the English in 1655 and partly submerged by an earthquake in 1692.
Port-au-Prince
Port-au-Prince, Haiti's capital and chief port on the Gulf of Gonâve (French: Port-au-Prince). Founded 1749, colonial capital 1770; metro ~3 million; devastated by the 2010 earthquake and since 2024 largely controlled by gangs.
Port-de-Paix
Port-de-Paix (Pòdepè), capital of Haiti's Nord-Ouest department on the Atlantic coast facing Tortuga; founded by French buccaneers in 1665, first capital of Saint-Domingue, devastated by fire in 1902.
Punta Cana
Punta Cana, originally Punta Borrachón, is the Dominican Republic's leading beach resort region on the country's eastern tip, developed from 1969 by Frank Rainieri and Theodore Kheel, home to Punta Cana International Airport and over 50 km of beaches.
Rincón, Puerto Rico
Rincón, Puerto Rico: west-coast municipality founded 1771-1772 as Santa Rosa de Rincón, nicknamed Town of Beautiful Sunsets and surfing capital; hosted the 1968 World Surfing Championship; population about 15,200.