My favorite combo that I've had so far was a bottle of 30 year old tawny port and a graycliff cigar.

If you guys haven't had a graycliff cigar then you need to try one. They are mild, great tasting, and leave almost NO aftertaste. I first found this cigar when we had dinner at Graycliff (it's an old pirate house in Nassau in the carribean) After the dinner they came around with some cigars, literally rolled about ten minutes beforhand by one of the original rollers for Cohiba. Needless to say my dad, brother and I took a couple. Very Good!!!! I think I like them better than Davidoff. The bad part is I can't afford to smoke them all the time, espically with a 25 dollar a piece price tag, but I do enjoy them on special occasions.