Use a pump with a hose like the Topeak Roadmorph. Much less chance of busting the valve stem.

Long as you can do the distance, with minimal discomfort, no need for a 'real' touring bike. Fit, comfort, gear ratios are the important issues for covering miles day after day.

As for which 'real' touring bike to chose, do the research and pick the lightest one within your budget. Just a frame with a bunch of replaceable components. Bunch of hair splitting between brands.