As always, That depends on when you are going. As far as shoes, the general rule is good supportive shoes. You will do a lot of walking. According to my step tracker I walked 219.6 km or 136.5 miles during my trip. So, yeah good shoes. An extra note for Japan. If the shoes can easily slip on and off that would help. In Japan, you often take off you shoes. This includes inside of restaurants and some shops. I had a pair of sketchers walking shoes that slid off and on, and they worked well. And general rules for clothes. Layers help. But also you want to be able to pack light, you will be dragging your suit case (I actually recommend a backpack) all over subway and train stations. These stations don't always have covenant elevators or escalators, and are crowded. So, the less you pack the better. You will have options to wash clothes at different locations. So, clothes that don't require too much care are best. Stuff that doesn't wrinkle easily and such. Also, as a general safety tip for travel,(even though Japan is one of the safest places to visit) Don't were clothes with big name brand logos or that look too expensive, same for jewelry and accessories. You will want at lest one nicer out fit, a dress for nights out. The last night in particular. If you would like some more specific info, let me know when you plan to be there and I will try to help.