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The beer cup has disappeared from my inventory, is there any fix to this? 

It seems that it is better to return her to the tavern on time.

Because, after several playthroughs of the game, I have not yet encountered such a problem (I always returned it after Bert drank beer).

In your case, it seems to make sense to either return to an earlier save game, or start the game over.

Have you tried purchasing stuff from the wandering wagon?

The only thing I haven't bought from the wandering wagon is the Bumpricot and the Mystery Box

The mystery boxes are worth getting IF they are at least triple digits in price. Some fuse/clothing materials you'll be able get from Mystery Boxes, but usually the boxes going for, as an example 90 gold are just common materials you can find while exploring.