Monkey Island is a series of adventure games. The first four games in the series were produced and published by LucasArts, now known as Lucasfilm Games. The fifth installment of the franchise was developed by Telltale Games in collaboration with LucasArts. The games follow the misadventures of the hapless Guybrush Threepwood as he struggles to become the most notorious pirate in the Caribbean, defeat the plans of the evil undead pirate LeChuck and win the heart of Governor Elaine Marley. Each game's plot usually involves the mysterious Monkey Island and its impenetrable secrets.

The first game in the series was created as a collaborative effort among Ron Gilbert, Tim Schafer and Dave Grossman. Gilbert worked on the first two games before leaving LucasArts. Grossman and Schafer, who also worked on the first two games, would enjoy success on other games before they both left LucasArts. The rights to Monkey Island remained with LucasArts, and the third and fourth games were created without direct involvement from the original writing staff. Dave Grossman was the project leader of the fifth game in the series and Ron Gilbert was involved with the first design of the game