Itinerary and Recommendations for a 2-3 week Trip from Osaka to Tokyo

I met a young American traveling through Asia and his next destination was Japan, flying in to Osaka and out of Haneda airport. He said he was getting a JR pass and wanted to make the most of it, and made the mistake of asking for recommendations. So I cracked my knuckles and sat down to write a mini-novel for him. It's not comprehensive by any means, and I feel like I had to leave out a lot of great side trips because I realized I had spent half a day on this already. But I think this...

Itinerary and Recommendations for a 2-3 week Trip from Osaka to Tokyo