What does Luke 23:36 mean?
Jesus is hanging from the cross as Jewish religious leaders mock Him (Luke 23:35). The soldiers join in, unwittingly fulfilling another prophecy. They did so before when they cast lots to split His clothing (Luke 23:34; Psalm 22:18). Now they fulfill Psalm 69:21: "They gave me poison for food, and for my thirst they gave me sour wine to drink" (Psalm 69:21).This can be a confusing statement given what Jesus said during the Last Supper. He told the disciples to share the wine and then said, "For I tell you that from now on I will not drink of the fruit of the vine until the kingdom of God comes" (Luke 22:18). At that time, Jesus was celebrating the Passover with His friends. He opened the meal saying, "I have earnestly desired to eat this Passover with you before I suffer. For I tell you I will not eat it [again] until it is fulfilled in the kingdom of God" (Luke 22:15–16). Directly following, He says He will not drink the fruit of the vine until God's kingdom.
There are two distinctions between Jesus' vow and any sour wine He may have accepted during the crucifixion. First, this is cheap wine—barely better than vinegar. Although it comes from grapes, it is not the higher quality "fruit of the vine" of the Passover. The "fruit" of something is what that something results in. If one vine creates wine and another vinegar, it's safe to say these are two vastly different vines.
Second, when Jesus promised He would not drink wine again until God's kingdom came, He did so in the context of a meal with dear friends: a celebratory feast. Although He will eat with the disciples again, after His resurrection (Luke 24:41–43), He does not celebrate any Jewish feasts; He ascends into heaven ten days before the next holiday. The next time Jesus drinks the fruit of the vine with friends, it will be the marriage supper of the Lamb.
The other Gospels mention that Jesus receives sour wine in an event that probably comes later (Matthew 27:48; Mark 15:36; John 19:28–30). The instance Luke mentions here is earlier.