I would get the newest you can afford. Pre 04 had clutch issues and a non adjustable shield. 05's had ECM issues. Now after saying that, none of the issues are worth missing a good deal over.
The 06's and 07's, seem to be set up well, they just need some adjustments done as the factory/dealer doesn't seem to do them. TBS, Secondaty throttle plates, and TPS. These are simple to do with the info on this site. Total time to do all would be 1 to 2 hours for a NEW VEE owner. The hardest part would be pulling off the plastic.
Totaled on June 9 2012 08 Victory Vision Tour Premium.
No longer riding due to injuries on June 9 2012.