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Japan - End of May Itinerary help

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Here is a tentative itinerary I threw togther after doing some research. I dont know if I have too many days allotted to Kyoto or Osaka? Am I missing any other great daytrips? So the plan was to stay in 3 different hotels (Tokyo, Kyoto, Osaka).
Also, I'm not sure if that time of the month will be warm enough to enjoy the beach like I wanted?
One more thing, I was reading that the JR Pass (45,100 YEN/$485) might only be worth it if doing a round trip from 2 far away cities. Since I'm not doing that, I feel like it might be better for us to buy individual tickets..thoughts?
I thought about staying in a Ryokan one of the nights but the nice ones seem to be really expensive and I dont know if the experience is worth it.

May 19 - arrive in Toyko 3pm
May 20 - Tokyo - Shibuya, Rappongi Hills
May 21 - Tokyo - Shinjuku, Ginza and Akihabara
May 22 - Tokyo - Yokohama
May 23 - Tokyo - Nikko
May 24 - Tokyo - Mt Fuji day tour
May 25 - Kyoto
May 26 - Kyoto
May 27 - Kyoto - Nara
May 28 - Osaka
May 29 - Osaka
May 30 - Osaka - day trip to beach Sharihama?
June 1 - Leave out of KIX, Osaka to US

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