Tokyo is a sophisticated tourist destination with an excellent public transport network. While most Japanese people speak English with a Japanese accent, they are willing to offer assistance. Most transportation in Tokyo provides notices and announcements in English, so it's not necessary to navigate the city with a tour guide.
Which cruise line are you traveling with? I'm currently booked with Celebrity and have offered transportation from Ravenna cruise port to Bologna Central Station for approximately $40 USD per person. They have provided service to Bologna airport for approximately $50.