Depends on the cigar mateys. Yargh.
For instance, mild and complex cigars like the Davidoff Gran Cru go excellently with a Martini (Bombay Sapphire 3 parts, Martini Vermouth 1/2 Part, Lemon zest garnish is my current favourite).
A Cohiba Siglo 6 (or any grassy profile cigar) goes excellently with a good Mojito or even just Cuban rum on the rocks. Spicy cigars pair very well with Armagnac (I'm thinking a VR Unicos and some Bas Armagnac).
Cigars with pronounced Cocoa and Espresso of course pair excellently with your favourite style of coffee (mine is a short black these days) or Hot Chocolate. I've found that a double shot of Chambord, ice and a 1/4 squeezed lime goes excellently with the Padron x000 series too.
Meaty as well as vegetal cigars can go well with a smooth Whiskey, but make sure it is not too fruity. For a twist, try Yamazaki whiskey.
You can also try pairing Port (make sure it's good) with and mild-medium smoke, but it's largely trial and error when it comes to matching cigars with Port.
That's my tastes anyway... experiment.