Next, to properly smoke a cigar, set the mood to enjoy a cigar properly before smoking the cigar. Any time is a good time to enjoy a cigar, however, a cigar can best be enjoyed when you're comfortable, such as sitting in your favorite chair by the fire, after having a great day at work, when you're with good friends, or after a good meal. To set the mood to enjoy a cigar further, be sure to have the appropriate drink to compliment the cigar's flavor with you, such as a fine wine, or whichever drink you prefer.