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Six stops in Japan in 14 days (including Naoshima)- too much?

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I'm planning our first trip to Japan for May 2015. I have airline tickets. We arrive in Tokyo in the evening of May 11 and leave Tokyo in the evening of May 24.
May 11-14 Tokyo
May 14-17 Kyoto
May 17-19 Hiroshima
May 19-20 Benesse House Naoshima
May 20-22 Okayama
May 22-24 Hakone
We are active 60 year olds. Does this sound too aggressive?
We really want to see Naoshima, but is it too difficult to get to for an overnight?
Any suggestions appreciated!

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