We were in Ponta Delgado in may but not on a cruise. There is a wonderful bus system and many taxis lined up at the main square. You might want to see sete cidades, A villiage with two Lagoons inside a volcanic crater. If you rent a car you could see quite a lot in a few hours. The town center is right where the boat docks. It is a very nice town. If you would like to know more I could look up my guide book given by the tourist office Do not recall Wineries .
Hope you have a great time.