There's a place called Stogie's in the old downtown that has a decent selection. It's really a bar, but you can smoke there. The beer selection wasn't huge, but they had good stuff. It's supposedly haunted. That's the only cigar place I know of, but I've only been there once. If you're into golf, go to the World Golf Hall of Fame, I didn't get to go and I was bummed about it. We did the Beer Experience walking tour from
www.staugustinehistorictours.com, which was a lot of fun. Our guide, Mia, knew a LOT, and was really awesome. Plus, she takes you to Stogie's.