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I'd take a southern route starting in Savannah and following rivers as much as possible. Historical maps show substantial rivers in place throughout the southwest. Savannah to Columbus to Shreveport, where I would pick up the Red River to Amarillo. At this point there is a tributary that heads west to Albuquerque. From there straight line to San Diego. This keeps you out of the worst of the deserts.
There's good crossing areas at low to medium altitude in the southern Rockies and Sierra Nevadas, though it will definately slow you up there regardless of the time of year. Minimal mild deserts (according to reports posted from the 1800s) to cross but with adiquate water. 2300 miles. 16 months at a leasurly pace so you can take pictures. Could be done in a year but I'd feel more comfortable with a safety margin built in.
More to follow.
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