Well, that depends on what time of day it is...
At breakfast time, my two favorites are a matched pair of early #7 wagner nationals, one for bacon, one for eggs.
At lunch time, my two favorites are a pair of #5's with the small diamond mark on the back, one for searing a chicken breast, and one for toasting walnuts to put on my salad.
At supper, it depends on whether we're having roasted meat or stew (a #8 iron mountain dutch oven) Chops/Steaks (a pair of #8 iron mountain skillets, one for the meat, one for cornbread) or chicken (a #8 1/2 deep chicken fryer skillet with lid, with a diamond mark on the back.)
After supper, of late, I've been admiring my early Wagner #10 deep skillet and my #9 early Wagner skillet-roaster.
but serious, if I were headed to Alaska and could only take two:
I'd take my #8 Lodge skillet with raised number on the handle, circa 1910-1920 as it has an interior that is glass smooth without a pit or scratch in it, and I'd take my #8 Wagner skillet circa 1900-1915 because they're both too beautiful to be separated from. Of course, I'd wheedle and beg to take along my #9 Wagner deep skillet-roaster too for functional purposes...