Day 3 - Shibuya, Harajuku, Yebisu Garden Place
Just an FYI from my personal experience. I'm guessing you're going to go to Harajuku to check out the Cosplay kids, and possibly Takeshita street. I was told they mostly hang out there on Sundays, so you may want to factor that in to your schedule. Also, when I went around noon, there weren't that many cosplay people there yet, maybe 5 or 6. We went to the nearby Meiji Shrine (I'd suggest checking it out, if it's not on your schedule. I'd guess in April you'd get to see a few wedding groups, as we did, maybe Shichi Go San kids, although maybe that's just in November), and on the way back in the afternoon, there were a couple dozen of them hanging out. Perhaps someone here more knowledgeable can comment, but I'm guessing that's the regular pattern (more cospay kids to see in the afternoon, perhaps even in the evening).
We did go back to Harakuku on Monday or Tuesday, to go to something else, and noticed a couple of cosplay kids hanging out on the bridge.
If you go to Nara Park as Laura above suggested, spend the 100 yen or whatever it is to get some crackers hand feed the deer freely roaming the park. Make them bow (you bow your head before giving them a cracker, and they bow in return). Be careful, though, some are slightly aggressive. I saw someone try to tell one of them 'no' because it kept pushing past other deer and beg for more; 'no' didn't work, and it tugged a few times at the girl's shirt, after which she ran away. I admit I found the episode hilarious, and got it on video. If you feed them the crackers you have in your hand, you'll be fine. ;)
Kobe - I'm wondering, is there enough in Kobe to spend a whole day there? I'm not being sarcastic, I have no idea. If you like pottery, personally I'd rather go to Bizen (which I missed on my trip) or Kurashiki.
Also, should I consider booking my flight and hotels pretty soon?
Well, I realize April is busier than October, but we were booking hotels the week before we left, in Okayama, Kyoto and Tokyo. Kyoto was a little more difficult to book, as most of the hotels were full. OKayama and Tokyo weren't a problem. I'd guess you can afford to wait a bit, especially since you're still working on your schedule, but I definitely wouldn't leave it until the week before.
I'd recommened the JR Pass; it was great for us, and it looks like you'll be using it a lot. You probably know, but in case you don't, it doesn't work for all public transportation, like local trams and such, so be ready to spend a bit for other transportation, even with the pass.
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