| Santo Domingo | Dominican Republic | 1 | 2201941 |
| Havana | Cuba | 2 | 2163824 |
| Port-au-Prince | Haiti | 3 | 1234742 |
| Santiago de los Caballeros | Dominican Republic | 4 | 1200000 |
| Kingston | Jamaica | 5 | 937700 |
| Santo Domingo Oeste | Dominican Republic | 6 | 701269 |
| New Kingston | Jamaica | 7 | 583958 |
| Santiago de Cuba | Cuba | 8 | 555865 |
| Carrefour | Haiti | 9 | 442156 |
| San Juan | Puerto Rico | 10 | 418140 |
| 11 | 382920 | ||
| Camagüey | Cuba | 12 | 347562 |
| Holguín | Cuba | 13 | 319102 |
| Pétionville | Haiti | 14 | 283052 |
| Guantánamo | Cuba | 15 | 272801 |
| Santa Clara | Cuba | 16 | 250512 |
| Port-de-Paix | Haiti | 17 | 250000 |
| Croix des Bouquets | Haiti | 18 | 229127 |
| Nassau | Bahamas | 19 | 227940 |
| Diez de Octubre | Cuba | 20 | 227293 |
| San Pedro de Macorís | Dominican Republic | 21 | 217899 |
| Arroyo Naranjo | Cuba | 22 | 210053 |
| Arroyo Naranjo | Cuba | 23 | 210053 |
| La Romana | Dominican Republic | 24 | 208437 |
| Las Tunas | Cuba | 25 | 203684 |
| Bayamón | Puerto Rico | 26 | 203499 |
| Bayamo | Cuba | 27 | 192632 |
| Boyeros | Cuba | 28 | 188593 |
| Pinar del Río | Cuba | 29 | 186990 |
| Cienfuegos | Cuba | 30 | 186644 |
| Habana del Este | Cuba | 31 | 178041 |
| Bella Vista | Dominican Republic | 32 | 175683 |
| Carolina | Puerto Rico | 33 | 170404 |
| San Miguel del Padrón | Cuba | 34 | 159273 |
| Centro Habana | Cuba | 35 | 158151 |
| Laventille | Trinidad and Tobago | 36 | 157258 |
| San Cristóbal | Dominican Republic | 37 | 154040 |
| Ponce | Puerto Rico | 38 | 152634 |
| Matanzas | Cuba | 39 | 146733 |
| Puerto Plata | Dominican Republic | 40 | 146000 |
| Spanish Town | Jamaica | 41 | 145018 |
| Ciego de Ávila | Cuba | 42 | 142027 |
| Jacmel | Haiti | 43 | 137966 |
| Okap | Haiti | 44 | 134815 |
| Léogâne | Haiti | 45 | 134190 |
| Cerro | Cuba | 46 | 132351 |
| Manzanillo | Cuba | 47 | 128188 |
| Sancti Spíritus | Cuba | 48 | 127069 |
| Les Cayes | Haiti | 49 | 125799 |
| Willemstad | Curaçao | 50 | 125000 |
| San Francisco de Macorís | Dominican Republic | 51 | 124763 |
| Salvaleón de Higüey | Dominican Republic | 52 | 123787 |
| Tigwav | Haiti | 53 | 117504 |
| Guanabacoa | Cuba | 54 | 112964 |
| Portmore | Jamaica | 55 | 102861 |
| Palma Soriano | Cuba | 56 | 102826 |
| Concepción de La Vega | Dominican Republic | 57 | 102426 |
| Punta Cana | Dominican Republic | 58 | 100023 |
| Alamar | Cuba | 59 | 100000 |
| Cárdenas | Cuba | 60 | 98515 |
| Bridgetown | Barbados | 61 | 98511 |
| Jérémie | Haiti | 62 | 97503 |
| La Habana Vieja | Cuba | 63 | 95383 |
| Moa | Cuba | 64 | 92852 |
| Fort-de-France | Martinique | 65 | 89995 |
| Miragoâne | Haiti | 66 | 89202 |
| Caguas | Puerto Rico | 67 | 86804 |
| Gonayiv | Haiti | 68 | 84961 |
| Montego Bay | Jamaica | 69 | 82867 |
| Guaynabo | Puerto Rico | 70 | 81360 |
| Mayagüez | Puerto Rico | 71 | 78647 |
| Santa Cruz de Barahona | Dominican Republic | 72 | 77160 |
| Puerto Padre | Cuba | 73 | 76838 |
| Bonao | Dominican Republic | 74 | 73269 |
| San Juan de la Maguana | Dominican Republic | 75 | 72950 |
| Contramaestre | Cuba | 76 | 70438 |
| Güira de Melena | Cuba | 77 | 69879 |
| Consolación del Sur | Cuba | 78 | 69857 |
| Güines | Cuba | 79 | 68935 |
| Artemisa | Cuba | 80 | 68073 |
| Chaguanas | Trinidad and Tobago | 81 | 67433 |
| San Luis | Cuba | 82 | 67293 |
| Bajos de Haina | Dominican Republic | 83 | 66784 |
| Baní | Dominican Republic | 84 | 66709 |
| Saint-Marc | Haiti | 85 | 66226 |
| Morón | Cuba | 86 | 66060 |
| Colón | Cuba | 87 | 63882 |
| Les Abymes | Guadeloupe | 88 | 63058 |
| Florida | Cuba | 89 | 63007 |
| Sagua la Grande | Cuba | 90 | 62073 |
| Moca | Dominican Republic | 91 | 61834 |
| Trinidad | Cuba | 92 | 60206 |
| San Cristobal | Cuba | 93 | 59579 |
| Azua | Dominican Republic | 94 | 59139 |
| Mon Repos | Trinidad and Tobago | 95 | 56380 |
| San Fernando | Trinidad and Tobago | 96 | 55419 |
| Placetas | Cuba | 97 | 55408 |
| San José de las Lajas | Cuba | 98 | 54847 |
| Jagüey Grande | Cuba | 99 | 54363 |
| Trujillo Alto | Puerto Rico | 100 | 54189 |
| Nuevitas | Cuba | 101 | 54022 |
| Banes | Cuba | 102 | 53104 |
| Bartolomé Masó | Cuba | 103 | 53024 |
| Thomazeau | Haiti | 104 | 52017 |
| Corralillo | Cuba | 105 | 51881 |
| Jesús Menéndez | Cuba | 106 | 51002 |
| Saint Croix | U.S. Virgin Islands | 107 | 50601 |
| Villa Francisca | Dominican Republic | 108 | 50185 |
| Jobabo | Cuba | 109 | 49403 |
| Arecibo | Puerto Rico | 110 | 49318 |
| Grangwav | Haiti | 111 | 49288 |
| Port of Spain | Trinidad and Tobago | 112 | 49031 |
| Verrettes | Haiti | 113 | 48724 |
| Baracoa | Cuba | 114 | 48362 |
| Mao | Dominican Republic | 115 | 48297 |
| Jovellanos | Cuba | 116 | 47164 |
| Mandeville | Jamaica | 117 | 47115 |
| Lucaya | Bahamas | 118 | 46525 |
| Boca Chica | Dominican Republic | 119 | 46300 |
| Bauta | Cuba | 120 | 45768 |
| Santo Domingo | Cuba | 121 | 45476 |
| Salcedo | Dominican Republic | 122 | 45299 |
| May Pen | Jamaica | 123 | 44755 |
| Cabaiguán | Cuba | 124 | 44515 |
| Regla | Cuba | 125 | 44431 |
| San Germán | Cuba | 126 | 43892 |
| Ranchuelo | Cuba | 127 | 43695 |
| San Antonio de los Baños | Cuba | 128 | 42724 |
| Cacocum | Cuba | 129 | 42623 |
| Yaguajay | Cuba | 130 | 42218 |
| Kenscoff | Haiti | 131 | 42175 |
| Esperanza | Dominican Republic | 132 | 42169 |
| Cotuí | Dominican Republic | 133 | 41641 |
| Manicaragua | Cuba | 134 | 41532 |
| Amancio | Cuba | 135 | 41523 |
| Jiguaní | Cuba | 136 | 41106 |
| Babijn | Aruba | 137 | 40627 |
| Cifuentes | Cuba | 138 | 40142 |
| Villa Altagracia | Dominican Republic | 139 | 40027 |
| Guáimaro | Cuba | 140 | 39358 |
| Le Lamentin | Martinique | 141 | 39229 |
| Caibarién | Cuba | 142 | 39140 |
| Cumanayagua | Cuba | 143 | 38687 |
| Condado | Cuba | 144 | 38248 |
| Saint-Raphaël | Haiti | 145 | 37739 |
| Hato Mayor del Rey | Dominican Republic | 146 | 35999 |
| Rio Claro | Trinidad and Tobago | 147 | 35650 |
| Camajuaní | Cuba | 148 | 35515 |
| Santiago de las Vegas | Cuba | 149 | 35241 |
| Arima | Trinidad and Tobago | 150 | 35000 |
| Ti Port-de-Paix | Haiti | 151 | 34657 |
| Santa Cruz del Sur | Cuba | 152 | 34601 |
| Minas de Matahambre | Cuba | 153 | 34419 |
| Remedios | Cuba | 154 | 34108 |
| Fajardo | Puerto Rico | 155 | 34068 |
| Nagua | Dominican Republic | 156 | 33862 |
| Madruga | Cuba | 157 | 33798 |
| Unión de Reyes | Cuba | 158 | 33646 |
| Villa Bisonó | Dominican Republic | 159 | 33137 |
| Lenbe | Haiti | 160 | 32645 |
| Baie-Mahault | Guadeloupe | 161 | 30551 |
| Oranjestad | Aruba | 162 | 29998 |
| Jarabacoa | Dominican Republic | 163 | 29983 |
| Levittown | Puerto Rico | 164 | 29785 |
| Vertientes | Cuba | 165 | 29704 |
| Ciro Redondo | Cuba | 166 | 29560 |
| Constanza | Dominican Republic | 167 | 29481 |
| Angochi | Aruba | 168 | 29442 |
| George Town | Cayman Islands | 169 | 29370 |
| Vega Baja | Puerto Rico | 170 | 29325 |
| Mariel | Cuba | 171 | 28987 |
| Yara | Cuba | 172 | 28944 |
| La Salud | Cuba | 173 | 28796 |
| Le Gosier | Guadeloupe | 174 | 28698 |
| Villa Consuelo | Dominican Republic | 175 | 28621 |
| Maisí | Cuba | 176 | 28276 |
| Cataño | Puerto Rico | 177 | 28093 |
| Gibara | Cuba | 178 | 27603 |
| Viñales | Cuba | 179 | 27129 |
| Freeport | Bahamas | 180 | 26910 |
| Pedro Betancourt | Cuba | 181 | 26761 |
| Marabella | Trinidad and Tobago | 182 | 26700 |
| Cueto | Cuba | 183 | 26527 |
| Encrucijada | Cuba | 184 | 26155 |
| Old Harbour | Jamaica | 185 | 26024 |
| Gressier | Haiti | 186 | 25947 |
| Río Guayabal de Yateras | Cuba | 187 | 25753 |
| Los Palacios | Cuba | 188 | 25703 |
| Guanajay | Cuba | 189 | 25258 |
| Campechuela | Cuba | 190 | 25069 |
| Petit-Bourg | Guadeloupe | 191 | 24994 |
| Cruces | Cuba | 192 | 24906 |
| Kingstown | Saint Vincent and the Grenadines | 193 | 24518 |
| Saint John’s | Antigua and Barbuda | 194 | 24226 |
| Chambas | Cuba | 195 | 24114 |
| Perico | Cuba | 196 | 24073 |
| Le Robert | Martinique | 197 | 23814 |
| Río Cauto | Cuba | 198 | 23737 |
| Aguada de Pasajeros | Cuba | 199 | 23606 |
| Santa Cruz de El Seibo | Dominican Republic | 200 | 23547 |
| Tamboril | Dominican Republic | 201 | 23304 |
| Calimete | Cuba | 202 | 23255 |
| Palmira | Cuba | 203 | 23078 |
| Sainte-Anne | Guadeloupe | 204 | 22859 |
| Le Moule | Guadeloupe | 205 | 22692 |
| Barceloneta | Puerto Rico | 206 | 22322 |
| Las Matas de Farfán | Dominican Republic | 207 | 21802 |
| Guayama | Puerto Rico | 208 | 21575 |
| Jimaguayú | Cuba | 209 | 21169 |
| Cauto Cristo | Cuba | 210 | 21159 |
| San José de Ocoa | Dominican Republic | 211 | 21148 |
| Bayaguana | Dominican Republic | 212 | 21055 |
| Minas | Cuba | 213 | 20863 |
| Linstead | Jamaica | 214 | 20660 |
| Humacao | Puerto Rico | 215 | 20387 |
| Sainte-Marie | Martinique | 216 | 20380 |
| Yauco | Puerto Rico | 217 | 20295 |
| Esmeralda | Cuba | 218 | 20274 |
| Nueva Gerona | Cuba | 219 | 20264 |
| Jaruco | Cuba | 220 | 20207 |
| Sainte-Rose | Guadeloupe | 221 | 20192 |
| Río Grande | Dominican Republic | 222 | 20154 |
| Colombia | Cuba | 223 | 20096 |
| Varadero | Cuba | 224 | 20000 |
| Castries | Saint Lucia | 225 | 20000 |
| Charlotte Amalie | U.S. Virgin Islands | 226 | 20000 |
| Fomento | Cuba | 227 | 19991 |
| Bahía Honda | Cuba | 228 | 19834 |
| Capesterre-Belle-Eau | Guadeloupe | 229 | 19821 |
| Florencia | Cuba | 230 | 19811 |
| Le François | Martinique | 231 | 19682 |
| Jatibonico | Cuba | 232 | 19644 |
| Rodas | Cuba | 233 | 19212 |
| Point Fortin | Trinidad and Tobago | 234 | 19056 |
| Niquero | Cuba | 235 | 18771 |
| Ciudad Nueva | Dominican Republic | 236 | 18756 |
| Neiba | Dominican Republic | 237 | 18670 |
| Hinche | Haiti | 238 | 18590 |
| Half Way Tree | Jamaica | 239 | 18552 |
| Cayey | Puerto Rico | 240 | 18494 |
| Guisa | Cuba | 241 | 18408 |
| Santa Cruz del Norte | Cuba | 242 | 18402 |
| Sagua de Tánamo | Cuba | 243 | 18282 |
| Pointe-à-Pitre | Guadeloupe | 244 | 18264 |
| Fond Parisien | Haiti | 245 | 18256 |
| Bejucal | Cuba | 246 | 18123 |
| Kingstown Park | Saint Vincent and the Grenadines | 247 | 17994 |
| Primero de Enero | Cuba | 248 | 17934 |
| Jobabo | Cuba | 249 | 17804 |
| Tunapuna | Trinidad and Tobago | 250 | 17758 |
| Quisqueya | Dominican Republic | 251 | 17694 |
| Candelaria | Puerto Rico | 252 | 17631 |
| Ducos | Martinique | 253 | 17394 |
| San Fernando de Monte Cristi | Dominican Republic | 254 | 17001 |
| Scarborough | Trinidad and Tobago | 255 | 17000 |
| Saint-Joseph | Martinique | 256 | 16974 |
| La Sierpe | Cuba | 257 | 16937 |
| Sibanicú | Cuba | 258 | 16856 |
| Sabana Grande de Boyá | Dominican Republic | 259 | 16834 |
| Media Luna | Cuba | 260 | 16713 |
| Abreus | Cuba | 261 | 16711 |
| Venezuela | Cuba | 262 | 16601 |
| Roseau | Dominica | 263 | 16571 |
| Savanna-la-Mar | Jamaica | 264 | 16553 |
| Guane | Cuba | 265 | 16548 |
| Dajabón | Dominican Republic | 266 | 16398 |
| Sabaneta | Dominican Republic | 267 | 16380 |
| Manatí | Puerto Rico | 268 | 16092 |
| Aguadilla | Puerto Rico | 269 | 16073 |
| Sangre Grande | Trinidad and Tobago | 270 | 15968 |
| Désarmes | Haiti | 271 | 15594 |
| Monte Plata | Dominican Republic | 272 | 15532 |
| Alquízar | Cuba | 273 | 15275 |
| Baraguá | Cuba | 274 | 15268 |
| Báguanos | Cuba | 275 | 15176 |
| Paradise | Trinidad and Tobago | 276 | 15067 |
| La Trinité | Martinique | 277 | 15040 |
| Basseterre | Saint Kitts and Nevis | 278 | 12920 |
| Basse-Terre | Guadeloupe | 279 | 11472 |
| Road Town | British Virgin Islands | 280 | 8449 |
| Saint George's | Grenada | 281 | 7500 |
| Gustavia | Saint Barthélemy | 282 | 5988 |
| Marigot | Saint Martin | 283 | 5700 |
| Cockburn Town | Turks and Caicos Islands | 284 | 3720 |
| Kralendijk | Bonaire | 285 | 3081 |
| The Valley | Anguilla | 286 | 2035 |
| Brades | Montserrat | 287 | 1000 |
| Hamilton | Bermuda | 288 | 902 |
| Plymouth | Montserrat | 289 | 0 |
| Plymouth | Montserrat | 2957 | 0 |