I think you'll be surprised how comfortable the Cross bikes are; long trips are a pieces of cake and you should be able to get away with stops for gas. I average about 40 MPG in the city and close to 50 MPG on the highway with a passenger. I could probably get a little better but most of my riding is in 65 MPH areas and under 75 MPH the 6th gear is pretty much useless.
As far as buffeting goes I'm 6' 1" and mostly torso (think Fred Flintstone) I don't feel any buffeting and only feel a slight amount of updraft. I think the amount of buffeting you feel is highly dependent on what your last bike was. If you got beat o crap on your last bike the either of the Cross bikes will be a joy ride. Cross Roads would probably be better but I may be biased.
You can get a windshield in low, medium, or tall. None of them are adjustable -- they mount to the forks on hard mounts. If you want adjustable you'll have to spring for a Vision.
I can't give you anything on the pipes; mine are stock and I'll most likely keep them that way.
I suggest going to a Victory dealer and taking some test rides. Victory isn't like HD -- Victory will let you ride on your own and you can usually get in an hour or two.
Good luck! Hope to see another Victory owner soon!
Retired USAF, IYAAYAS!
2008 V-Star 1100 Custom Bobber project
2011 Crimson XR with Forged Highway Bars / Hard Bags / Passenger Backrest, Ness parts including Smooth Layback Plate Frame/Mount / Rad 3 Mirror / deep cut grips / drivers floorboards /shifter peg / brake peg / passenger pegs. Witchdoctor black rack, Lloydz filter / timing wheel / VFC III, 7Jurock windshield, Drag Specialties seat.