Located in the center of the Caribbean, Cuba lies to the south of the United States and the Bahamas, east of Mexico, north of Jamaica and the Cayman Islands, and west of Hispaniola. During the early 18th century, Cuba's coastline was dotted by naval forts, and the island was home to a number of sugar plantations, such as the ones at Matanzas and Wellington, and towns, like Arroyos.
After the island of Cuba was claimed by Christopher Columbus in the name of the King of Spain, Ferdinand II, colonists quickly flocked to the territory, attracted by its ideal location in the center of the West Indies. However, they were disappointed by the lack of gold, leading them to convert the island into a hub used for conquest and exploiting the wealth of the New World. Notably, Cuba served as Hernán Cortés' stronghold during the invasion of Mexico.
During the Golden Age of Piracy, Cuba, like most islands in the Caribbean, was frequently visited by pirates. The pirate-turned-Assassin Edward Kenway visited various locations in Cuba a number of times using his ship, the Jackdaw.
In 1715, Kenway met and killed the Assassin turncoat Duncan Walpole in Cape Bonavista, on the island's western tip, before travelling to Havana, where he encountered members of the Templar Order in the Caribbean, led by the island's governor, Laureano de Torres y Ayala. Kenway was eventually exposed and imprisoned, although he managed to steal a Spanish brig with the help of another prisoner, Adéwalé. He would return in 1722 in an attempt to locate and kill Torres, assassinating Torres' bodyguard El Tiburón before leaving once more.
In the year 1762, a massive battle between the British and Spanish navies was fought in Havana's harbor, where the British laid siege for two months before finally capturing the city. During the siege, future Continental Army commander Israel Putnam was stranded on the island.
- Although Black Flag depicts flamenco being seen and listened in Cuba, in reality this style of dance and music is not popular throughout Spain or Latin America. It is a regional music and dance from Andalusia in southern Spain, and it is heavily associated with the Romani.