Itinerary Check and Useful of Buying a JR Pass.

Hi,

This is our first trip to Japan.

1. We are hoping if you can assist to check on our proposed itinerary below itinerary

2. Please advise if purchasing a JR day pass is better.

3. We would appreciate if you can advise us where to avoid as we understand it is a National Holiday on the period we are travelling.

4. Any suggestions / additions / rearranging would also be helpful as there will be 5 of us.

26/12/15 - Arrival at Haneda, Tokyo (Our apartment situated near Keisei Takasago Station)
27/12/15 - Explore Western Tokyo ( Shinjuku/ Harajuku/Shibuya)
28/12/15 - Explore Central Tokyo ( Ueno Park/ Asakusa/ Ginza/ Tokyo SkyTree/ Sensoji Temple)
29/12/15 - Disneyland
30/12/15 - Mt Fuji & Gotemba Premium Outlet
31/12/15 - Lake Kawaguchiko (Morning) / Celebrate NYE at Roppongi or Shibuya (Please advise last timing of trains)
01/01/16 - Gala Yuzawa Ski Resort
02/01/16 - Free Day (Any Suggestions?)
03/01/16 - Travel from Tokyo to Osaka (Our apartment situated near Kawanishiikeda Station)
04/01/16 - Kyoto (Non Guided 1 Day Trip) ( Please advise if we can squeeze Nara in?)
05/01/16 - USS
06/01/16 - Explore Osaka / Rinku Premium Outlet
07/01/16 - Flying Back Home

Thank so much for your help. We hope to hear from you soon.