I prefer something on the sweet side with most cigars. Like Spice Box on ice and a Monte 2.
Or Appletons and almost any H. Upmann.
Or Disaronno and a Partagas P2.
Or Glen Morangie and a Brazilia Box Press.
I find it amazing how what you're drinking can drastically change the tastes you can experience in a cigar. Hence the vast array of suggestions.
At times I feel like Remy in Ratatouille....only with drinks and cigars.