This achievement is missable (if you don't play the game on Hard Mode) and can only be done in Part 4. In order to unlock this achievement, you need to become a Prize Chum. To become a Prize Chum, you need first to ask the shopkeepers about the flag hanging above the door in the fish shop. Then, you need to improve your storytelling skill by showing up your fishing lure to these people:
- The pirate outside the Scumm bar
- Locke Smith in her shop
- Elaine in the lime grove on Scurvy Island
- Apple Bob on LeChuck's ship
- The ice quarry guard on Brrr Muda
When you are done, go back to the fish shop, show you fishing lure to the storekeepers and tell your story to become a Prize Chum !
Trophy Fisher Achievement: