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First Trip to Japan in April 2016

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I am travelling with my friend this April (Sakura Season) to Japan and have drafted a rough itinerary.
Not sure if I should take a 7/14 day JR pass, Heritage Pass or if any other travel passes. I have booked by accommodation through airbnb and booking.com.

Although I have listed the below cities, am not sure, if I should be including or excluding any from this list. By the looks of it, it will be a busy trip, but would like to hear any suggestions from the ones who have been to Japan before.

9-Apr-16 Tokyo City - Asakusa (Temple), Shinjuku, Ueno Park
10-Apr-16 Kyoto Osaka
11-Apr-16 Kyoto City - Sento Palace, Philosopher's Path, Sanjusangendo Temple, Kinkakuji temple
12-Apr-16 Kyoto Nara
13-Apr-16 Kyoto Hiroshima, Itsukushima (Torii Gate)
14-Apr-16 Kyoto Himeji, Kobe
15-Apr-16 Kyoto Kiso valley
16-Apr-16 Kyoto Osaka
17-Apr-16 Kyoto City - Fushimi Inari Shrine, Maruyama Park - Leave to Mt Koya
18-Apr-16 Mt Koya Temple Stay
19-Apr-16 Tokyo Harajuku, Meiji Shrine, Yoyogi Park, Takashita
20-Apr-16 Tokyo Hakone - Lake Aashi
21-Apr-16 Tokyo Mt Fuji
22-Apr-16 Tokyo Takayama
23-Apr-16 Tokyo City

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