* Turning up in a "traditional piratey town" only to see buildings such as Starbuccaneers and Planet Threepwood.
* The "Pirate School" on Knuttin Atoll.
* Admiral Casaba's [=McCarthyism=]-style paranoia about pirates.
* You can also talk to Murray... Or make him spin around on his pedestal, which annoys him. There's absolutely no productive reason to do this. It's just funny.
--> '''Murray:''' If you don't stop spinning me, I'm gonna put an ''eeeevil'' curse on you! ''(Guybrush spins Murray again)'' That's it! You're cursed! You are gonna have ''such'' a rash!
* You can optionally kill Guybrush's future self (twice) in the mists of time and his hilariously casual reaction.
* The duck.
* "No! ''My'' grog!"
* This exchange from the first act:
-->'''Carla:''' Do you have any idea how difficult it is to escape from Monkey Island?\\
'''Guybrush:''' No, how difficult is it to... '''[[TitleDrop Escape from Monkey Island]]™!'''\\
'''Carla:''' ...Well, it's... really difficult.
* The Dainty Lady Figurehead. Voiced by Pamela Adlon
-->'''Dainty Lady Figurehead:''' What is this compulsion you have to dress me up, you pantalooned FREAK?