I agree with the poster who said to activate the pass on arrival and use it for October 4 to cover Narita Express and Shinkansen. The 4th will be a more expensive travel day than the 11th, you want the pass to cover the 4th.

I've only spent a few days each in Tokyo, Osaka, Kyoyo, and Hiroshima. I'm not a Japan expert at all. That said, some of the replies here were harsher than I expected.

Some might say that if arriving on a long haul flight at 16:45, it's better to get to a Tokyo hotel and relax and then start your sightseeing in Tokyo the next day at the start of the trip. But maybe you would rather stay awake and head to Osaka and not go right to Tokyo hotel and probably fall asleep at 7 p.m.

You obviously need to spend the last night in Tokyo with a 10:00 departure flight, so I can totally understand putting all four Tokyo nights at the end, rather splitting them up by taking long Narita Express train into Tokyo, visiting for 1-3 nights, then putting more Tokyo nights at the end.

My point is that overall I think going from Narita straight to Osaka on first day makes sense and I disagree with the posters criticizing that. Perhaps a compromise could be to put the Kyoto nights/days before Osaka, which will shorten that post-flight train ride from Narita at the start of the trip by 30 minutes.

I'm not sure why you are changing hotels in Tokyo, maybe you got a deal at one for only two nights or a free night or something. I know those hotels can be expensive and rates vary and it might make sense to change for financial reasons. Note that Hilton is having a flash sale now on Japan and Korea from July 12-15, you might want to check if the rates are better now, though you have to commit to nonrefundable reservations to get the best deals under the sale.

Other than that, I also think 2 days Osaka, 2 days Kyoto, 4 days Tokyo is a decent schedule. Good luck.