CrossOver
One-click local install, official support.

Adventure · 2010
Plays smoothly through CrossOver on Apple Silicon.
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Plays smoothly through CrossOver on Apple Silicon.
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CrossOver runs Monkey Island 2: Special Edition natively on Apple Silicon by translating DirectX to Metal. One-click install, no Windows VM, full local performance.
LeChuck's back and Guybrush Threepwood is determined to find the legendary Treasure of Big Whoop. This remastered classic adventure features sharp humor, challenging puzzles, and a memorable story set in the Caribbean.
This remastered classic adventure plays perfectly on Apple Silicon via compatibility layers.
“A spectacular, sprawling adventure through a beautifully realized world, overflowing with things to see and do.”
“Polished, ambitious and brilliantly designed — the kind of game you keep thinking about long after you stop playing.”
“Confident, creative and deeply replayable. A landmark title that any fan of the genre will adore.”
What each M-series Mac can realistically handle. Tap any chip to report your experience.
This remastered classic adventure plays perfectly on Apple Silicon via CrossOver or Whisky.
Here are all the options available, ranked by what we recommend first.
One-click local install, official support.
Free option built on Game Porting Toolkit.
How each supported method stacks up on setup effort, time and runtime overhead.
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Idiot-proof walkthroughs for every method.
Running Monkey Island 2: Special Edition through CrossOver translates the game's Windows DirectX calls into Metal on the fly. Performance is impressively close to a native Windows PC on Apple Silicon, and you stay entirely inside macOS — no VM, no rebooting. Expect to spend 10–20 minutes on first-time setup.
Running Monkey Island 2: Special Edition through Whisky translates the game's Windows DirectX calls into Metal on the fly. Performance is impressively close to a native Windows PC on Apple Silicon, and you stay entirely inside macOS — no VM, no rebooting. Expect to spend 10–20 minutes on first-time setup.
For most Mac players we recommend CrossOver as the fastest, smoothest way to play Monkey Island 2: Special Edition. One-click local install, official support.
| Method | Quality | Difficulty | Cost |
|---|---|---|---|
| CrossOverPick | Excellent | Medium | $74 one-time / $39/year |
| Whisky | Playable | Medium | Free |
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