There is a philosophy behind the ability to select the right cigar for a given moment. And, like any philosophy, it is subject to interpretation - even debate. Some believe in certain strengths and/or shapes of cigars depending on the time of day the cigar is smoked. Others feel that only particular shapes go with certain body or facial types. And yet others suggest that a cigar should be smoked only when one has the time to savor it to the fullest.
We can generally suggest that smaller, milder cigars be smoked in the morning, cigars of medium strength and size go well in the afternoon, and the more full-bodied larger sized cigars should be savored after dinner.
What's more important than basic guidelines is to contemplate your own smoking tastes and preferences. Once familiar with various sizes and types of cigars, you'll be able to determine what cigar is best for your own special smoking scenarios.