Possible Itinerary:
April 7: Arrive in Tokyo -I am not sure which airport you are coming in on, Narita or Haneda. I am going to suggest you stay near Shinjuku Station. You will need to research transportation options for each airport. I am going to suggest 5 days, which is less than you suggest. You will pick up extra days in Tokyo at the end of the trip. Look in Japan Guide - Plan Your Trip - Transportation, to figure out if you want a rail pass, taxi, limo bus, or other methods to get from the airport to your hotel.
Get a Prepaid IC card, probably a SUICA Card. This can be used in Tokyo, Kyoto, Osaka, and other places in Japan. Once again, look in Japan Guide - Plan Your Trip - Transportation - Transportation in Tokyo, For a link for a Prepaid IC Card, as well as possible Tokyo passes. There are lots and lots of passes that you can get. Once again, you will need to tailor the passes to your needs. Why Shinjuku Station? Because of the day passes that are available in and around Tokyo from Shinjuku Station. In addition, the Nohi Highway bus for Takayama departs from Shinjuku Station. Again, check out Japan Guide - Plan Your Trip - Transportation - Rail Passes, for options.
There is also a very beautiful park near Shinjuku Station, after to get to your hotel, just walk around, go to the park, hit a convenience store, and eat lunch and dinner, and get over jet lag.
April 8th - Shinjuku April 9th - Shinjuku April 10th - Shinjuku April 11th - Shinjuku
Once again, I do not a magic 8 ball, that will tell me the weather on every day of your trip. Your trip, your decisions. There are Tokyo Metro passes, a Hakone Free Pass, a Endoshima pass, a Tokyo Wide Area Pass, and I cannot tell you which will be best for you.
I am going to give you an possible, and I mean possible purchase. I am going to throw a dart, and say you land at Narita.
It is raining... I may get a JR Narita Express Ticket to Shinjuku for 3000 yen, or, if there is a Limo Bus that goes directly to my hotel a Limo Bus. Itfs wet out, and I would probably go to my hotel, and then go back to Shinjuku Station and stay indoors.
It is sunny and beautiful out... I may get the JR Tokyo Wide Pass for 10180 yen, which includes the Narita Express Train. This is a three day pass, and I would go to Mount Fuji on the JR Limited Express direct train. On the 8th, and perhaps go to Kawagoe the 9th, to visit the warehouse district, and candy alley.
I cannot predict the weather, and so you are going to have to have sunny day, and rainy day, plans.
April 12th - Nohi Bus to Takayama. Stay in Takayama for 3 nights. April 13th - Nohi package day tour. April 14th - Takayama Festival.
Look on the Nohi bus line website for ideas.
April 15th - Nohi bus to Kyoto Stay for 2 nights. April 16th - Kyoto
Look at day bus passes to get around Kyoto.
April 17th - Check out of you Hotel, get a Kintetsu 2 day pass, go to Nara, drop your luggage at you hotel in Nara, go to Yoshino on the Kintetsu pass for the day, and return to Nara. There is a Hotel right next to the KintetsuNara Station, that may be a good fit. April 18th - Check our of your hotel, have your luggage held for later pickup, visit Nara in the morning, collect your luggage, and take the Kintetsu train to Osaka Namba in the afternoon . Stay in Osaka Namba for 2 nights. April 19th - Osaka Namba. Your brother will activate his 7 day JR pass, and possibly use it to get around Osaka. You and your boyfriend will use the IC card, or a one day pass of some sort.
(You and your boyfriend) April 20th - single Shinkansen ticket back to Tokyo April 21st - Fly home
(Your Brother) April 20th - Go other places. I think natural wonders, and shrines/temples are best, because of the Coronavirus. I believe a bubbling hotpot in Beppu, a waterfall, or a beautiful vista, will not be affected by a Coronavirus, and people will still need to pray for good health. These will stay open. The Hells of Beppu, Hiroshima, Miyajima Island, Nachi Falls, Amanohashidate. go back to Tokyo, and possibly Matsushima Bay, as a day trip from Tokyo. April 25th - fly back.
Good Luck, in planning your trip.
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