Planning help please

Hi guys,

I only have a rough itinerary at this stage but would really appreciate some help.

My partner and I will be flying into Osaka (KIX) on the 28th December.

So, train into the city. Osaka - Nara return. Osaka - Kyoto return. Plus any local trains.
Then up to Nagano on the 1st Jan. (either Hakuba, Myoko or Nozawa)

Trains in between the ski areas listed above.

Nagano - Tokyo on the 17th Jan.
Train out to airport (NRT) on the 20th Jan. Plus any local trains.

So at this early stage, am I looking at a JR Pass? I'm over the 21 days unfortunately so I'm not quite sure what to do...

Any advice appreciated.

Cheers,
Mitch