In 300 years, your wine glass size increased about 700%.
It appears we have the 90s to thank for this. But the 90s drinking craze may have its origins back to the 70s. In the 1976, California wines first unseated French wines as the top wine producer in a blind taste test (read more about the 'Judgement of Paris' here: https://en.wikipedia.org/wiki/Judgment_of_Paris_(wine)) This contest may not only have impacted where we buy our wine buy the size of the glass from which we drink it.
In the 90s, we also encountered a massive expansion of international trade where we could have anything made at any size for any price.