Indigenous peoples of the Caribbean
The Classic Taíno lived in eastern Cuba, Hispaniola, and Puerto Rico. They spoke a dialect called Classic Taíno. Compared to their neighbors, the Classic Taíno had substantially developed agricultural societies. Puerto Rico was divided into twenty chiefdoms which were organized into one united kingdom or confederation, Borinquen. Hispaniola was divided into roughly 45 chiefdoms, which were organized into five kingdoms under the leadership of the chief of each area's premier chiefdom. Beginning around 1450, Classic Taíno from Hispaniola began migrating to eastern Cuba; they are conventionally known as the Cuban Taíno. The Cuban Taíno gained power over some of Cuba's earlier Western Taíno inhabitants, the Ciboney, but no regional or island-wide political structure had developed on the island at the time of Spanish colonization of the Americas.
Spanish Empire
Following the settlement of Hispaniola, Europeans began searching elsewhere to begin new settlements, since there was little apparent wealth and the numbers of indigenous were declining. Those from the less prosperous Hispaniola were eager to search for new success in a new settlement. From there Juan Ponce de León conquered Puerto Rico (1508) and Diego Velázquez took Cuba.