Upon the groom’s acceptance of all the ketubah (marriage covenant), a cup of wine is shared to seal it.  Whenever a covenant is signed, wine has been used for over 2,000 years in the creation of a covenant. Each of them would share the same cup and a second cup would be shared months later when the groom takes his bride home with him. Wine was used for festive occasions to rejoice. Since a Jewish marriage is the highest moment of joy and wine was associated with the expression of that joy, wine at a marriage feast was the norm.
The cup that Jesus took at His last Passover on earth was the cup of the covenant, i.e., the cup of a new marriage covenant with His new bride. Luke 22:20 reads, “In the same way, after the supper he took the cup, saying, “This cup is the new covenant in my blood, which is poured out for you. Today, when Christians take that cup, we remember the covenant with our groom and the bride price that was paid for us. The sacrifice and cost of that bride price illustrate the value He has placed upon us.
When Jesus explains that He will not drink hereafter of this fruit of the vine until the day he drinks it new with them in His Father’s kingdom (Matt. 26:29), that would be the second cup filled with wine to celebrate the day the saints went home with Him (or reigned with Him, using the kingdom imagery). Recalling John chapters 14-16, Jesus starts out in chapter 14 to tell them that He has gone to prepare a place for them that where He is, there they may be, also.  When the groom arrived, as promised He would, the festivities would commence after His wrath was poured out against old Jerusalem, the harlot city.