John,
I am building a 66 Roadster very similar to yours. (Uncut, 6-Cylinder almost all original) I will be installing a 1 1/2" Suspension lift with 31x10.50 Tires on 15x7" Steel Wheels with 4" Backspacing. (Wheel Vintiques) The Original 66 Hub Caps fit perfect on these wheels!
If I had your truck, I would mount the same size tires and wheels with your 2 1/2" lift that you already have with No Body Lift. It would look very sharp.