Personally I would immerse myself completely in those two weeks and not worry about the rest of the world in the least! ^_^ You can make tons of photos and share your experiences afterwards. No time for Firefox, or the Internet.
I've been to Japan in April, but decamerOn and many other members here who are based in Japan are of course far better counsel than me.
As for me the best recommendation for you, is to get as much as possible information ahead, print out everything, and you won't have to stress about it there. Look up all the places you want to visit ahead of your trip, on Internet. You should be able also to get a rough idea of the total cost of train fares. Like me, you might find out the Japan Rail Pass is not so advantageous.
I've read you will spend 10 days in Osaka? Did you consider arriving in Tokyo Airport and departure from Osaka? (kansai Kuukoo) or vice-versa? Because if that's the case I am pretty sure a 2 week Japan Rail pass will cost you
more!
I've found
Wikitravel useful for this kind of planning because while it's not thorough, it clearly tells you what trains and buses and other transport means you can use, and the fares.
Himeji is worth the trip, from Osaka. You shouldn't worry about the distance, it's very easy to get there, and once you're out of the station you can see the white castle far ahead at the end of the main road! Just before the castle you may come across a flea market to your right.
Time Tables
http://www.hyperdia.com/cgi-english/hyperWeb.cgi
Train Route Finder
http://www.jorudan.co.jp/english/norikae...keyin.html
Note that there are so many trains in Japan, and so frequent that; with the exceptions of local trains which run less frequently; in your plans you only need to note the time from the hour, most important are the name in kanji of each start-end points and if you did a bit of RtK you will spot them into the train stations maps without much trouble.
ATM locator
http://visa.via.infonow.net/locator/glob...chPage.jsp
ps: Moving topic to "Community" forum.