There are 115 cities and towns in the Island having an estimated population of 200 and upwards named as follows:
| Cities | Population | Cities | Population |
| Havana | 200,000 | Macurijes | 4,100 |
| Matanzas | 50,000 | Bayamo | 3,634 |
| Puerto Principe | 40,679 | San Luis | 3,556 |
| Santiago de Cuba | 40,000 | San Cristobal | 3,522 |
| Cienfuegos | 25,790 | Guira de Melena | 3,500 |
| Guanabacoa | 25,000 | Morón | 3,017 |
| Santa Clara | 24,635 | La Cruces | 3,000 |
| Cardenas | 20,505 | Alfonso XII | 3,000 |
| Trinidad | 18,000 | Arroyo Navanijo | 3,000 |
| Sancti Spiritu | 17,540 | Sabanillo del Encomendador | 2,991 |
| Sagua la Grande | 14,000 | Palmira | 2,987 |
| Regla | 10,486 | Guanajayabo | 2,879 |
| Manzanillo | 9,036 | Nueva Paz | 2,737 |
| Guantanamo | 9,000 | Alquizar | 2,700 |
| San Antonio de las Baños | 7,500 | San Felipe | 2,311 |
| San Juan de los Remedios | 7,230 | San Juan de las Yeras | 2,267 |
| San Fernando de Nuevitas | 6,991 | Jaruco | 2,200 |
| San Julian de los Guines | 6,828 | San Jose de las Lajas | 2,170 |
| Colón | 6,525 | La Esperanza | 2,147 |
| Bejucal | 6,239 | San Juan y Martinez | 2,100 |
| Jorellanos (Bemba) | 6,000 | Corral Nuevo | 2,092 |
| Santiago de las Vegas | 6,000 | Consolacion del Sur | 2,000 |
| Guanajay | 6,000 | Guines | 2,000 |
| Pinar del Rio | 5,500 | Santa Cruz | 2,000 |
| Holguin | 5,500 | Quemados de Guines | 2,000 |
| Caibarien | 5,500 | Quivican | 1,950 |
| Baracoa | 5,213 | Bahia Honda | 1,889 |
| Guira | 5,000 | Batabano | 1,864 |
| La Isabela | 5,000 | Bolondron | 1,758 |
| Artemisa | 5,000 | Santa Domingo | 1,750 |
| Santa Isabel de las Lajas | 4,924 | Mariel | 1,637 |
| Guana | 4,650 | Cuevitas | 1,629 |
| Gibara | 4,608 | Cervantes | 1,560 |
| Macagua | 4,100 | Ranchuelo | 1,533 |
| Cabañas | 1,509 | Managua | 896 |
| San Antonio de Cabezas | 1,500 | Ceiba del Agua | 892 |
| Zaza | 1,500 | Roque | 800 |
| Calaboya | 1,500 | Salud | 800 |
| Cartagena | 1,497 | Canasi | 700 |
| Calabazar | 1,481 | Caney | 700 |
| Palmillas | 1,471 | Jibacos | 696 |
| Aguacate | 1,427 | Cidra | 695 |
| San Diego del Valle | 1,403 | Vereda Nueva | 672 |
| Jiguani | 1,393 | Santa Maria del Rosario | 660 |
| Mantua | 1,380 | Rancho Velez | 656 |
| Cayajabos | 1,352 | Santa Ana | 601 |
| Marianao | 1,225 | San Jose de los Remos | 570 |
| San Antonio de Rio Blanco del Norte | 1,200 | Lagunillas | 520 |
| Candelaria | 1,200 | Guane | 510 |
| Ciego de Avila | 1,167 | San Matias de Rio Blanco | 400 |
| Catalina | 1,165 | Alto Songo | 400 |
| San Antonio de las Vegas | 1,136 | Limonar | 330 |
| Tapaste | 1,130 | Amaro | 320 |
| San Nicolas | 1,100 | San Miguel | 300 |
| Melena del Sur | 1,082 | Madruga | 300 |
| Santa Cruz del Sur | 1,000 | Cimarrones | 300 |
| Bainoa | 1,000 | Mangar | 209 |
| Sagua de Tanamo | 981 | La Boca | 200 |
| Vinales | 925 | Alonso Rojos | 200 |
In addition to these are 132 places with less than 200 population, including railroad stations, bathing and health resorts, and farm hamlets.
As will be observed by the student of municipal nomenclature, the Spanish were liberal to Cuba in christening the towns in the Island, however parsimonious the mother country was in respect of all other things; and many Cuban towns have more name than anything else. The oldest town is Baracoa, in the province of Santiago de Cuba. It was laid out in 1512. Its chief products are bananas, cocoa, and cocoa oil, and there are some remarkable caves near by, noted for beautiful stalactites and well preserved fossil human remains.
The largest city in the Island is Havana, the capital, to which a chapter is devoted elsewhere in this volume.
Matanzas, in size the second city of the Island, and the capital of the province of Matanzas, is, in some particulars, the most attractive city of Cuba, although but one-fourth the size of Havana. It lies seventy-four miles by rail to the east of Havana, on the fine bay of Matanzas, with beautiful hills at its back. The town is divided into three parts by the rivers San Juan and Yumuri, two streams which water the valley of Yumuri, situated behind the hills of Matanzas, and presenting the most exquisite scenery in Cuba. The climate and soil of the valley make Yumuri, to Cubans, synonymous with poesy and Paradise. Notwithstanding the commercial importance of Matanzas, the Spanish authorities have neglected the wharves and permitted its harbour to become so filled with sediment from the river that ships are compelled to load and unload by means of lighters in the roadstead. The city was founded in 1693, and has paved streets, usually thirty feet in width, with three-foot sidewalks; interesting stuccoed houses of two stories, coloured drab and ochre, with balconies; pleasant parks, with fountains and flowers; a pleasure promenade and drive—the Paseo; one of the best hotels in Cuba; several theatres, among them the Esteban; some notable churches, including the Hermitage, on Mount Montserrat, at whose shrine marvellous cures are said to be effected. The people are well content.
The leading industries are rum distilleries, sugar refineries, guava-jelly factories, machine and railroad-car shops. Shipments of sugar and molasses to the United States in 1891-95 were about $60,000,000. The city has gas-works and an electric-light plant, but no street-cars, and since 1872 it has had a fine water supply, though only about half the houses are connected with the water system, and many of the people still buy water of street vendors, without knowledge as to the source of supply or purity of the water. Sewers run through only two streets, though the location of the city is well adapted to secure excellent drainage. The suburbs, or rather divisions, of the city by the river are known as Versailles, on the north-east, and to the south-east, Pueblo Nuevo. Through the latter part of the city leads the road to the famous caves of Bellamar, three and a half miles, where many invalids resort for the health-giving qualities of the warm air of the caverns.
The most beautiful and striking feature of Matanzas is the cañon of the Yumuri, a great gorge of perpendicular walls green-clad with tropical vegetation through which the rivers of the Yumuri Valley flow down to the sea. This is a constant resort for the pleasure-loving Matanzans, and they thoroughly realise its beauty and value to the city. There are many interesting drives and excursions by river and rail from Matanzas. The waggon roads extending into the interior, as everywhere in Cuba, are in wretched condition; the railroad connections by several routes are fairly good, the roads being equipped with American-cars and engines. Its population of fifty thousand is nominal, having been reduced about one-third by the war.