I smoked cigars for quite awhile. I tended to like the more mild flavors along the lines of Romeo and Julietta. Couple words of advice.
First: A cigar takes alot of time. I went with a large bourbon on the rocks. (about three shots.) and a good cigar. I was good for at least an hour. Maybe one or two puffs a minute. Just enough to keep it lit. Cool to warm, not hot, smoke. As to the bourbon, I like Blanton's when I can afford it, otherwise it is Maker's Mark
Second: usually, the lighter color brown a cigar is, the milder the smoke.
Third: proper Humidification matters. Too wet won't stay lit and not good. Too dry, hot and nasty. I never did bother getting a humidor. I'd buy one from the shop, carry it home in a huma-pouch and smoke it that evening sitting under the stars...usually in the company of my wonderful wife. perfect way to wind down on a Friday night from a hectic week. Beautiful woman, good bourbon, good cigar.
I did a pipe awhile too, actually enjoyed that a little more because it is a little more active, perfect for my hands that like to fidget. It's a little more challenging to smoke a full bowl from a pipe without it going out or overheating.
Gave it up when the doc put me on Blood pressure meds. As much as I enjoyed it, I don't really miss it...except when I am walking on the beach at night.
Grizz