I've been working my way through several blends at my local pipe shop. My favorite so far has been the #17 "Chateau" blend. It is a soft, cool blend with vanilla and cherry notes. I just picked up an ounce of the #12 blend, a heavier, raisiny blend that will probably stand up to heavier bourbons like Stagg or VOB BIB.
I don't like cigars, so I don't look for tobacco that tastes just like a cigar. I look for tobaccos that mirror my favorite aspects of bourbon: vanilla, oak, and autumn.