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First time in Japan - itinerary feedback

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Hello,
I would like to get a feedback on the itinerary below and have some questions along the way.
It’s our first time in Japan (I was in Tokyo on business trip 20 years ago, doesn’t count). We are in our late 50s, well travelled, mostly in Europe, this is our first trip to Asia. We are interested in art, nature, cities, castles and temples – whatever is the best to see in a particular place. Our travel is in April. It’s 12 days not counting the day of arrival.

1 19-Apr Leaving New York
2 20-Apr 2:40 PM Flying into Tokyo-Narita, leave for Hakone, sleep in Hakone
3 21-Apr tour Hakone, at the end of the day travel to Kyoto (train 2 hrs)
4 22-Apr Kyoto - city tour
5 23-Apr Kyoto-VISIT OF IMPERIAL PALACE IN KYOTO & HIMENZI CASTLE
6 24-Apr Nara and Osaka – full day day trip
7 25-Apr Kyoto - day trip tp Miyajima (?) or in Kyoto
8 26-Apr Kyoto the whole day or travel in the afternoon to Takayama (or Kanazawa)?
9 27-Apr Takayama and/or Kanazawa
10 28-Apr Afternoon – travel to Tokyo
11 29-Apr Tokyo
12 30-Apr Tokyo - city tour
13 1-May Full day tour to Niko
14 2-May Kamakura?
2-May 6:15 PM Tokyo leaving at 6:15 PM

Questions.
1. Please provide the feedback on overall itinerary.
2. We would like to stay at riokan in Hakkone, but our arrival may be closer to 6 or after 6. Is it ok? I understand that some riokans may be rules about arrival.
3. Day 8. Should we stay in Kyoto and travel to Takayama next day morning? Or take afternoon train? Where should we base ourselves – in Takayama or Kanazawa?
4. Any tips on traveling from Narita to Hakkone on arrival day?
5. As I finalize the itinerary I will figure out if we need JR pass.
6. Traveling to Niko on May 1 when Japan is on holiday - is it a bad idea?

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