Hi, there
I think that pass cost you 19,900 yen and covers Shinjuku between Hida Takayama, right?
I didn't know and it was quite hard for me to find out which one is what you want in Japanese description, so I made a phone to the office.
As long as I know by the English brochure, this ticket doesn't accept the booking online.
So you will need to make a one-way trip booking first and visit the office to make your booking completed.
1. I made sure by the phone and it's possible.
But your transportation will be all by buses in that case.( this is what the manager at the office, Fukuda-san taught me)
Is that OK for you?
2.As I mentioned above, you can't make your booking all by online with this pass.
So please make one-way booking from Tokyo-->Hida Takayama first, then visit the office.
Or if you make a phone call at;+81-3-5990-5115, or e-mail: ip.shinjuku@keio-kanko.co.jp , you can make all your bookings before you arrive.
They have a few English operator but the manager can't.
So if you choose to make a phone, then ask for an English speaker.
I think they will accept credit card of course, but also you can pay by cash at the office when you pick up the ticket.
Hope this can be your help!