General carry is a screwmount Leica and a small lens, either collapsible or very compact (viewfinder as necessary), with HP5+. Occasionally this gets replaced by something similarly small, like a Rollei 35.
When going out with a specific purpose I'll either add a lens or two to the Leica kit or, if I'm doing MF, pick something that strikes my fancy and won't weigh me down too much. I have folders in various formats and a bunch of TLRs, so the choice often comes down to lens rendering and bulk.
Travel is again Leica-based, though I'll sometimes go to the Canon LTM bodies, which are larger but generally easier to use. Two body, three lens kit (wide, normal, tele). If I want a MF option, it's almost always the tiny Voigtländer Perkeo II.
I do have to make a conscious effort to pare down what I bring, but it almost always ends up a less frustrating experience when I manage to go the minimalist route. I'm also working on limiting the films I use; I'm basically down to FP4+ and HP5+ for B&W, and Ektar and Portra for color.