Coming from cigarettes, more accustomed to the milder smoke of a cigarette, and if you want to transition easier over, you are better off smoking straight Virginia blends, or with some Turkish in the blends, along with Cavendish as you mentioned.
Smokingpipes.com aka SPC around here, when you look at the tobacco, look at the ‘Family’ listing on the website, like this Orlik is a Virgina.
Comprising Virginia with a touch of Perique, Orlik's Golden Sliced pipe tobacco is naturally sweet and smooth, and immensely popular worldwide.
www.smokingpipes.com
I’d be really be surprised as a cigarette smoker if you didn’t like Orlik Golden Sliced, it’s really nice.
Virginia’s PH balance also makes them more susceptible to bite, so rub out flakes, and let them dry, time will depend on your relative humidity. Basically starting out, you pinch a clump between your fingers, it should start feeling a bit crispy, but not turning to dust. If it feels moist and springy to the touch, it might be to moist. Slightly drier starting out with VAs is always the safer route to take.
Then don’t pack to hard, and sip and puff slowly, you’re not smoking cigarettes and cigars, pipes are to be sipped and savored, and the slower and more sipping, the more flavors you will notice.
And don’t worry about keeping a pipe lit, it’s not a big deal, and depending on the complexity of a blend, to much fire and heat destroy flavors. I personally only light, take a few sips, let the pipe go out cool down and repeat when I’m ready.
These are also good blends...
Telegraph Hill - It has Perique but this is a mild blend, really nice.
Union Square
A blended, sliced cake of high-grade VA leaf, from sweet brights to deep, earthy reds, without the added sugars and flavorings common to many Virginia flakes.
www.smokingpipes.com