- Recordkeeper – Collect all of the notes and memos on Monkey Island.
- Marooned Everyone – Use one save slot to play both endings.
- Human Cannonball – Finish the entire game in under 3 hours.
- Determined – Don’t use any hints to finish the game.
- Old School – Switch to classic mode at least once.
- Ten Minutes Later – Have Guybrush drown.
- Escape Artist – Escape from the Monkey Island Cannibals’ hut 5 times.
- The Three Trials – Complete Part One – The Three Trials.
- The Journey – Complete Part Two – The Journey
- Under Monkey Island – Complete Part Three – Under Monkey Island.
- Sharp Tongue – Learn all of the insults from the pirates.
- Guybrush Kicks Butt – Complete Last Part: Guybrush Kicks Butt.