Capital Cities of the Caribbean

Kingston, Jamaica
The Valley, Anguilla
Road Town, BVI
Charlotte Amalie, US Virgin Islands
San Juan, Puerto Rico ("Rich Port")
Havana, Cuba
Santo Domingo, Dominican Republic
Port au Prince, Haiti
Port of Spain, Trinidad and Tobago
Basse-Terre, Guadeloupe
Fort-de-France, Martinique
Nassau, Bahamas
Castries, Saint Lucia
Willemstad, Curacao (Netherlands)
Oranjestad, Aruba (Netherlands)
Kingstown, St. Vincent and the Grenadines
St. George's, Grenada ("island of spice" due to its production of nutmeg and mace)
St. John's, Antigua and Barbuda
Georgetown, Cayman Islands
Basseterre, St. Kitts and Nevis
Philipsburg, Sint Maarten (Netherlands, though half the island is divided with the French)
Cockburn Town, Turks and Caicos Islands
Brades plus Little Bay (under construction, funded by DFID), Montserrat