Trip starts calling Monkey by name before actually learning his name.
Distances are listed in meters, yet the characters use Imperial measurements.
In-game subtitles have punctuation mistakes.
Any petroleum would have degraded long before the events taking place.
Despite having no headband, Trip can somehow interface with all the devices.
Anything made of cloth should have rotted after 200 years.
After 200 years, no vehicle should be able to move.
The platforms in the town should be connected, given that the town was inhabited.
There is no reason that Monkey couldn't have accessed all the sails on the windmill like he did the first, instead of going to the side building. As long as the brakes work, he should have been able to access all 3 in the same way.
There are upgrade orbs to collect even after the last chance to upgrade.
For one drawbridge, Monkey says that he will get rid of it, when he needs it to get Trip across.