My current favorites are as follows:
Beer: Great Lakes Brewing Co's Nosferatu. Not typically an ale fan, but this one has always been amazing. It's that time of year - you know (well, unless you're a savage), the time to put away the light summer beers and move on to the heavier stuff. Nosferatu is flavor packed, bitter and at around 9% it'll warm ya right up. Add the fact that this year's hops have a slight grapefruit taste and, well, this is what I want to drink right now.
Scotch: Still in love with Glenmorangie's Nectar D'Or. 10 years in oak, 2 years in sauterne casks it's mellow, sort of light and still has a lot of flavor. I prefer the lighter scotches because, well, I don't like my drink to bludgeon me.
Gin: Hendrick's Gin is the only stuff I'll touch. It's not like most gin out there - you won't feel like you're drinking the spunk straight out of a pine tree. This stuff has more class and a very different flavor. It's almost like cucumber. Anyhoo, this notable gin is awesome with some soda water and a li'l lime. Too bad it's more a summer drink. It's very, very light and I made the unfortunate mistake of trying to pair it with a cigar once. Don't do that, the stuff just disappears and that's a real tragedy.
Cognac: Menard anything. Never liked the stuff but Menard makes some amazing cognac. I'm out at present and I can't get it in America. My friend's girlfriend has a family member that flies to France quite often and he has her pick it up. I'll have to ask him to get me another bottle. As far as drinking and cigars goes you can't beat Menard paired with a quality stick.
Bourbon: Angel's Envy. Awesome stuff that, apparently, you can't buy where I live. It's mild but definitely there with all of your expected bourbon notes. It's finished well so it doesn't overpower you either. A little ice, maybe some lime and that's all you need. Sip until cool and then drink 'til it's gone ... and then refill and repeat.