Travel pass

Hey , I will be looking to travel to Japan in the next couple of months. I will be arriving at Tokyo Haneda airport. From there how can I go into this city in Tokyo? Would I just purchase a single pass.

Also I will be will be staying in Tokyo for several days then go to Osaka for few days then to Kyoto for 2 days and take a day trip to Nara then back to Tokyo. Would a Jr pass be the best pass for me or Should I go with a regional pass ? If so which regional pass?

Another question is I might be also going to gala yuzawa , would it still be best to purchase regional pass and pass for a round trip ticket for gala yuzawa ?

Please let me know. Thank you