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A couple of years ago a traveled through Japan (Tokyo->Kyoto->Nara->Hakkone->Mt.Fuji->Tokyo) with an absolutely -absurd- amount of baggage. This was for 3 weeks. Let's see.. a Large wheely suitcase, a large duffle bag (old hockey back actually) a medium sized shoulder bag (duffle style) and a backpack. I could at least strap a few things to my wheely, but it was prone to tip of course.

My favorite was when I had to pull it up thousands upon thousands of steps, as far as the eye could see, at some train station. At least the airport in Narita had these nice dollies that would work on the esclators.

I had a hiking pack in there too, which I had to leave halfway up Fuji-san to be able to summit.

On a subsequent visit the following year, I took Much, Much less. I wised up about it a lot too, of course. I took a hiking pack that was 2700 cm^3, or 4200 cm^3 expanded. This trip was for two weeks and had much more climbing/hiking. Went to Tokyo, Fuji, Kyoto, Hakuba, Nagano.

NO problems!

I would suggest packing <3000 cm^3 on your way out. Ship the rest. You will have at least as many problems as the ones described in previous posts.

But wait... It wasn't all bad lugging everything around that one year. In certian stations I had to use gates that you would manually open (they were the only ones wide enough) that would probably usually be used for people in wheelchairs. On a few occations I was able to get free passage, either just by walking through, or by confusing the attendents with fast English. Although, shinjukuu station was locked-down quite well, and I imagine you will be passing through there first anyway.