I love smoking my pipe when I am outdoors. Just about the only time I do it is when I am hiking, or occasionally after a day of yard work.
My brother is an avid pipe smoker, so I borrow some of his funky pipes from time to time. Some of those things are hundreds of dollars. I notice that most mid range pipes are a solid smoke, the cheap ones are not great, and the stupid expensive ones are unbelievably great. I however, stick with the mid range. Good to smoke and no regrets if you accidently chip them.
I have a nice savinelli with a cap for the bowl that I use when hiking, so that my pockets don't smell like old ash. :)
Since I bum tobacco off of him, sometimes I try odd stuff. Irish flake for instance. That is some strong stuff, but nice.
Like with cigars, if you go too quick on an empty stomach - you might regret it.