If you feel like drinking your whiskey out of a paper cup, go for it. But if you want to get the most out of your drink you should really consider proper glassware. First of all, make sure it is glass since other materials can alter the flavor. Probably the most common glassware will be a classic lowball tumbler - we have a thing for cut crystal glassware but that’s just us. If you want to get fancy, then consider trying a Glencairn glass. These tulip shaped glasses concentrate the vapors and flavors in the whiskey allowing you to really get the full aroma.
This depends on you as an individual. We would suggest always trying the whiskey neat first. This is how the distillery intended you to taste it. Once you’ve done that feel free to leave it as is, or maybe add some water. Adding water can actually open up the flavors in the whiskey allowing you to pick up on things you may not have noticed without it. It lowers the ABV a little which also helps notice flavors a bit better. When adding water do it bit by bit, otherwise, you may dilute it too much. The last option is adding ice. This will numb your palate a bit and in turn dull the flavors. If you just want a cold glass of whiskey, go ahead and add ice. Consider large orbs of ice, instead of regular ice cubes, to avoid diluting your drink too much. Our suggestion - if you want to really taste and experience your whiskey start neat then add water if you’d like.