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Japan Itinerary - please help!

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Still in the structuring phase of my April trip with my mom (for her 70th bday)...will ask activity questions after the framework is sorted...

Could you weigh in on the order of this and how many days allotted, as well as help me figure out if I should book Boston-Tokyo round trip or into Tokyo/out of Osaka in terms of timing...

April 1 - arrive Tokyo 4pm (would like to stay in Shinjuku...don't think we can afford Park Hyatt...thoughts?)

April 2 - Tokyo

April 3 - To

April 4 - Tokyo

April 5 - Tokyo to Takayama STAY THE NIGHT IN TAKAYAMA??

April 6 - Tokyo

April 7 - Tokyo to Hakone, stay overnight

April 8 - Hakone to Kamakura (is this great? should we go elsewhere? Izu peninsula?)

April 9 - Temple stay in Koyasan (Shojoshin?)

April 10 - temple to Kyoto stay at ryokan 1 (Hotel Mume has no room. Looking for first 2 nights suggestions)

April 11 - Kyoto at ryokan 1

April 12 - Kyoto @ ryokan 2 (Shiraume has room only for 12, 13, 14...)

April 13 - Kyoto @ ryokan 2 - day trip somewhere?

April 14 - Kyoto @ ryokan 2

April 15th - fly home to Boston on JAL - leaving from Tokyo? Or from KIX...?? How does this timing work?

Please chime in with thoughts about the order in which we are visiting places as well as the places themselves (though I realize some people prefer longer in Kyoto than Toyko, etc)...For example, is Kamakura better as a day trip? Ideally, we'd make a late morning flight on the 15th, but this is probably not possible (?). There is a flight at 4pm but it's more expensive...thanks for your help!

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