Given the issues I've encountered over the years I think of my Boy Scout training when Ned told me to always carry a spare.
Whenever I print from Safari, the print dialogue box comes up with the orientation set to landscape. I've checked out Safari Help and every other source of assistance I can find and I've tweaked every option, including the presets and I can't make it default to portrait.
I haven't re-installed Safari, maybe that's the way to go?
Intel iMac, OS 10.8.2, Safari v6.0.2