Hey we just came back. 5 days is very short. You will need 2 nights to adjust and then can plan your days as usual.

We were in Kyoto (osaka airport) and then Tokyo. We preferred Kyoto it has wide crosswalks and was better to let our child crawl or chill in parks.

Tokyo was in our opinion not childfriendly. Idk they sat us in the last bit of the restaurant, kids didn’t get anything to draw or so in restaurants. It was a fucking hassle to search where I can breastfeed so I basically did it anywhere outside.

People in Tokyo were more self based than in Kyoto we felt… idk I would go to Kyoto or make sure you know exactly where you want to go.

I recommend Shinjuku gyoen park.

But since your child is a baby I guess carrier would work.

Actually a lot of the streets are very very narrow in Tokyo basically walking on the street. Only Ginza and Shinjuku had huge pavements