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Yes you can install iTunes by copying the download to a flash drive or burning a CD and then transferring the file to your desktop on the target machine. It does attempt to contact the internet during install, but (I can't talk for the most recent revision, as I did have access when I installed/updated; but on previous editions that I have installed when not connected) you can bypass that. You will license on next connection to internet.
Issues with this type of install:
1) Your iPod can only be synched to one machine at a time. So, even if you transfer existing files / libraries to the new machine, the iPod needs to do a full removal/install/sync cycle with the new machine.
2) Songs that you bought from iTunes (or other compliant stores) have to be enabled on the new computer. This HAS to be done online. It does not take long, so you could walk into a coffee shop with internet access and use their link (or some libraries now have wireless access).If they are not enabled, they will not play or sync. Normally, when you buy a song, you have rights to installation on up to 5 machines (at a time). So, sometimes you have to de-authorize one to get the new machine authorized.
3) When you import a new CD, the song title and album info and cover art are all accessed via internet. No internet connection means you have to manually add information for each song as it is imported (if you don't just want nameless "track1" "track 2" etc. titles).
Otherwise, it will work normally when connected or not.
Have had on both PC and on Mac, seems to work well either way. But it is an application where the assumption seems to be that you will be connected most of the time you are using the application. Really, the best idea is to install and do initial stuff connected, even if that means going to a local library, coffee shop or truck stop that has internet access for a nominal fee (or free).
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