I'll be traveling to Japan in early April with the following itinerary:

Arrive late Friday evening, staying at Conrad Tokyo for 3 nights. That gives me all day Sat and Sun to explore Tokyo. On Monday, will do the Fish Market early and then travel to Kyoto where I'm staying that night in a Ryokan, and then 3 more nights at the Hyatt. Since the Ryokan is an experience in itself, that only leaves Tues-Thurs to explore Kyoto. On Friday, I return early to Tokyo for 3 more nights at the Park Hyatt, departing Monday late afternoon.

I typically like to spend the first half of each day doing something touristy. A temple, shrine, a tea house, etc. And then delve into exploring unique and local everyday sorts of places as the day progresses. Such as, hole in the wall eateries serving amazing food, a dive bar in the evening or splurging on an upscale one too on occasion, an underground music venue where bands are still just hoping to make it, up and coming art shows, etc. the sorts of places you might enjoy an impromptu conversation about art and music and travel and culture and so on (bearing in mind I only speak English). Although, I'm not seeking a tryst of any sort, just to be clear. I guess I aim to experience things as a local wannabe hipster turned yuppie might.

With that in mind, I'm hoping to get some advice on things to do and see during this trip. As I mentioned, I really only have 2 full days in Tokyo, broken up by 3 full days in Kyoto, and the followed by two to three more days in Tokyo. So if anyone has any ideas that fit the bill, please suggest away. And feel free to be a little creative in your suggestions!

I should also add: does the JR pass make sense? We want to take the fastest bullet train between Tokyo and Kyoto so the JR pass will be of no help there. Will just moving around Tokyo and Kyoto justify it's purchase?