Hi Shawn,
My .02 will ditto some up thread and disagree with a couple, too. Add it to your pocket change and see what you like :-)
Shoes: one good pair, on your feet. If water-resistant or -proof, all the better. Why just one? The weight, mostly, leave it behind. I've made two trips now with just one pair and enjoyed the freedom. Do note: I wore good shoes (New Balance 811s worked for me), so a whole lot better quality than the $20 Walmart specials I wore my first trip and agonized in. Another note: I did take Dr. Scholl's air pillow insoles (cannot take the gel insoles with carry-on), for a bit of extra padding, and I took 2 pair, one in case the shoes did get wet, but they never did.
Another thread on the board currently has info about men's shoes that looks like good recommendations.
Pants: just two pair in the carry-on, plus what I wore. It was enough. Mostly black, so wearing them multiple days did not matter much. The occasional wash and everything was great.
Re: both extra shoes and extra pants, or almost anything that someone says, "Just in case." Buy it there, if you need it.
Passport, tickets, and ATM/credit cards, those are the essentials :-)
Handy items: a few big safety pins. I also have a bit of duct tape on a pen. Actually used a pin and piece of tape this last trip ... McGyver-ed a young girl's flip-flop's broken strap.
A bit of toilet paper in the daypack .. yes, I've used that essential in a few public toilets.
Jacket? Are you set with that?
Enjoy the trip!!