Put your music in apple lossless, in your iPad. Get a new Apple TV and use the AirPlay feature (software update in November).
How to use Ipad for best sound
I have all of my music stored on a pc using jriver playing flac files thru a bel canto spidf converter to a havana dac. I really like the way it sounds. I purchased an ipad to use in the car. I have tried various ways to convert my flac files for use on the ipad, acc with boosting the kbps to over 300, using jriver converter to mp3 to the ipad, and using lame to convert mp3's. I have had mixed results with all the methods, but nothing has blown me away or left me satisfied. Am I missing something?