I know I could use VirtualBox or VMWare, but does anyone know of a way to run iTunes without having to run Windows virtually on Ubuntu?
Will iTunes run using Wine? Is there a better more native way to run iTunes?
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iTunes on Wine is the closest thing to "native" you'll get but it's not supported very well and you won't get device syncing.
iTunes through VirtualBox is probably going to give you the highest quality experience.. You'll probably be able to use devices (read: iPods, iPhones, iRacks, etc) as you would with a real Windows install. It's just heavy.
I do wonder why you want to run iTunes. If it's just for purchasing, playing and syncing audio files, there are alternatives (Rhythmbox, Banshee, Amarok, MPD+Frontends, etc) that are arguably better and are truly native applications. They just take a little getting used to.
You can use itunes with either wine or PlayonLinux. PlayonLinux is best as performance wise. For installation instruction see http://freshtutorial.com/install-itunes-ubuntu-linux/
As the answer is to any question about Wine, kind of.
You could try, say, Songbird or something. Not really a satisfactory replacement for me, but, it's something.
Meh, I had a hard time finding the right media player for Windows. I won't even try on Ubuntu.