Originally Posted by 108 Stars
Guys, you are forgetting that we are missing a Monkey Island adventure. The beginning of chapter 1 implies that there was pretty much a whole adventure going on between CMI and ToMI.
I´d call Tales of Monkey Island Monkey Island 5, with the 4th part actually missing; as a gag by the developers, and possibly meant to explain plotholes like these.
Everything unexplainable must have its reason in Guybrush´s quest to get the ingredients to turn that cutlass into an anti-LeChuck weapon.
lol I think that's a well established fact. They said that in the interviews.
We know this. We're just speculating how that happened.