I am with Terry on the minimalize where I can. On a long trip I take it all.
Lenses, memory cards, transfer gadgets to store images?
The Nikon 18-200 is a lifesaver, but I keep the 17-35, 28-70 and 80-200 nearby on a long trip.
The 12-24 is on the other body and the 300/f4 is in the butt bag (well....it's a front bag)
I take all the CF cards 6 @ 2GB and 2 @ 4GB
I carry an Xdrive with a 120GB in it and DL the cards in case of card error or over shooting. At night I DL to the laptop AND burn a DVD which I mail home.
Do we plan the time of day when the light is best for where we are going?
When I can. If I am at a motel and have seen something that trips me as a sunset shot, starts raining, or something, I'll go back.
Do we like a clear blue sky, or a puffy cloud or hazy sky?
Depends on the place and the effect. I'll go for fog in a minute!! Clear skies, both in Montana and New Mexico are a knockout. Polarizer in Montana; impossible to do in New Mexico because it is dark blue already. Little puffs and wisps don't really thrill me. Large, billowy Cumulus are great.
Do we use flash outdoors?
Atleast one is always with me. Of course, on day-to-day work (job) we always use it. Dragging the shutter at night with a flash opens a whole new world.
Do we bother with a tripod now that Image Stabilized lenses are so available?
One doesn't substitute for the other, to me. IS is a CYA, but I'd rather have at least a monopod. For panoramas (and not having to hike there) a tripod is the nuts.
Absent that, I practice the sweep a few times, shoot a little wider, then set the camera: high speed motor 6-8 FPS, RAW, auto bracket, then start the sweep. I usually do it twice since I am handheld. All shot vertically, 60-70% overlap.
Seth