Learn the insults from the pirates walking around the overhead island map screen. Wait on the path until they walk over Guybrush. (This only requires the 16 insults not the comebacks, but you will need the comebacks in order to continue on).

You need to find all of the following:

- River Fork: pick up rock and note next to the bridge.
- Cross the bridge and click "footholds". (Note on ground by art).
- Continue to the top of the cliff. (There will be a new note by the "art").
- Left Beach: Laying on the sand next to the water.
- Skinny Beach leading to small island: Message in a bottle.
- Pond: Laying on the ground next to a book.
- North Beach: After rowing to the other side of the island.
- In the Cannibal prison hut.

To get this one:

- Save to your single manual save file prior to sinking the ship.
- Push the large rock from the cliff and sink your ship. (Aim the "art" toward the camera first).
- Finish your game without saving (The Hermann Toothrot Ending) (autosave will keep track of your progress from here out no manual saving)
- Reload the original save file. (The file that you manually saved prior to sinking the ship).
- DO NOT sink the ship the second time but instead tell Toothrot to "Leave me alone" during your conversation with him and he will stop coming around. If you accidentally miss it you will have a few times to tell him to leave, but I would recommend doing it the first time it is available.
-Finish the game again. (The Pirate Crew Ending)

You are creating a checkpoint save before using the art on Monkey Island so that you can reload that point to get the second escape sequence for a slightly different ending. Make sure you only have 1 single manual save in order for this to work.

>>>IMPORTANT<<< I would recommend not saving over your checkpoint file until you get the Marooned Trophy just in case you have an issue. You can always go back to the checkpoint file to replay the last levels if you run into an issue. The autosave will keep track of your progress for you if a break is needed before finishing the game while going for either of the endings.
(Edit: Text was changed to add some more clarity)

Hold to skip long sections of dialogue or cut-scenes and follow the walkthrough linked below step by step: