My favorite pairing with cigars if I'm not drinking is a big glass of cold milk / if it's after dinner then add coco powered to it for chocolate milk. If I'm drinking I like aged dark rum. If I'm out of rum then I go whiskey. If the wife is drinking wine and it's on the dryer side then I'll go with that. If it's a super hot day and to switch it up some beers work well it's not my favorite but works. Typically largers, session IPAs, pil's work the best for me. To hoppy IPA the flavors sometimes conflict too much.