Go with the silver band. It is definitely better for learning and it is a great looking pipe. Starting on the pipe is different for every person. A lot of people have opinions about what tobacco to start with, what pipe to choose, etc. I would say one quality pipe and a premium tobacco (like what comes with that package) is fine to start with. Start slow and learn how to enjoy the tobacco, keep the pipe lit, and break in the pipe (even if the pipe is broken in at the factory, it will benefit from some cake development). I don't think you can really get a handle on what you want in a tobacco until you've done that IMO (and I wish someone had told me that when I started). Also, I'm guessing that as a cigar smoker you will be smoking less than a bowl per day. One quality briar is plenty of pipe to handle that.