I have rarely used my pump.
As others have said, test you tires daily by pushing on the tire. Do so when it is properly inflated at first so you know about what it should feel like.
Then, every other day, as I ride through some town, if my tires feel a bit low, I stop and add air. I have presta valves and have three or four of the adapters in various places on my bike.
The only time I have used my pump was for the occassional flat. Then, once the flat has been fixed (and I am sure that there is nothing poking through the tire so I don't get another flat after it has been filled), I pump with my Topeak pump (I don't know which one it is). When it feels pretty full, I then connect a C02 cartrige to my handy dandy co2 filler and finish off the tire.
I do it this way because I hate pumping and pumping and pumping and pumping, which you have to do to get your tires properly inflated.
I also minimize my flats by using Slime filled tubes and Schwaube tires.
I started to use the slime tubes after four flats on one ride on the many trails in Denver. They have thorns there that defy description. Nasty buggers which poke a small hole with a slow leak, but just enough that a 60 mile ride on Denver trails meant changing flats often.
Enjoy your touring.