- Adéwalé: "And there are a few [of the crew] talking about meeting with Master Kidd to steal from a nearby plantation."
- Edward: "A plantation? That's ambitious."
- Adéwalé: "Profitable too, if we can manage it."
- —Adéwalé and Edward Kenway discussing the risks and rewards of stealing from a sugar plantation, 1715.[src]
Throughout the 17th and 18th century, sugar plantations were highly prevalent and profitable in the Caribbean. Typically owned by a single family, they were normally worked by said family's slaves, and guarded by a sizable contingent of soldiers.
During the early 18th century, the Beckford and Drax estates owned the majority of the plantations in the Caribbean. Because of the possible rewards obtainable from a successful raid, sugar plantations were a promising, if risky, target for pirates.
Up until September 1715, the Templar Julien du Casse owned a small plantation on the island of Great Inagua. After the pirate Edward Kenway killed du Casse and took the cove for himself, the plantation was maintained by the pirates.
During the 1730s there were a number of sizable plantations on and around the island of Saint-Domingue, including those at Wellington and Tortuga, as well as a number near the town of Port-au-Prince.