Try as many different cigars as you can. Different wrappers, blends and manufacturers. Something that will help is a diary. Just a note or two on what you like or dislike about a particular cigar. Then you can look for other cigars that have similar characteristics to what you enjoy. Nicaraguan tobacco is strong and peppery, Honduran, full bodied with some deep flavors. Dominican a bit lighter and more classic. You'll get a million different suggestions of what to try, just enjoy the ride.