It does, if you read it with your head on. There is indeed a rule in every culture: if you have two kinds of wine to serve, serve the better wine first. Why? Because after a glass or two, the senses dull a bit and the drinker cannot tell the difference. In other words, once you are drunk, you don't notice that the quality shifted for the worse. That is what happened at the wedding also: they "have well drunk" when the miracle happened. They were, in other words, drunk already and Jesus gave them more wine. He made them more drunk than they were already.
Now, did Jesus encourage sin? Not at all: to celebrate with wine is a commendable activity and not a sin. Sinful would be to drink to the point of incapacitation habitually, -- what is colloquially in America known as "fall-down drunk". That man would be a drunkard and there are many admonitions against that. But drinking wine in proper measure is a part of Mediterranean culture and always has been.
I shall drink it with you new in the kingdom of my Father (Matthew 26:29)
Deuteronomy 12:23 Only, be sure not to eat the blood,
>>I shall drink it with you new in the kingdom of my Father (Matthew 26:29)<<
Wait....I thought Catholics say they were drinking blood.