A bigger cigar literally means it will have a larger ring gauge. In general, a bigger cigar will provide more flavor due to the complexity of the blend where different tobaccos can be used. A smaller ring gauge makes it difficult to use more than four different types of tobacco. The only notably difference besides the size is in the strength of the cigar, so the strength of the cigar is not just based on size alone but what's in it because a smaller cigar can be made powerful and a larger cigar can be mild. Smoking a certain size cigar can depend on the occasion; for example, if your smoking outdoors and it's windy best to use a shorter cigar, or if taking a 15 min break. Also smaller cigars are recommended usually after smoking more than two cigars. CigarSite (Photo by stilok on flickr)
