I always travel with what I call the "Standard Pack" bag. Its one bag with EVERYTHING for every trip, regardless of a day trip or a week long tour, this bag comes with. Phone charger, car charger, extension cord, backup battery, spare glasses, glasses cleaning wipes, pens, hotel reward cards, business cards, laptop, laptop charger, iPad, assorted cables for just about anything, headset, licenses, spare keys, and a ton of other random stuff.
Just grab and go, everything stays in the bag, less to worry about forgetting when leaving house/hotel at 3am.
Get a good suit case, I have the Luggage Works Executive. Same bag as the stealth, but with a plastic frame, Since you will be handling your own bag the majority of the time, I see no real need to get the steel frame because it's something youll take care of.