Cigar recommendation for a friend?

I want to get my brother-in-law some cigars for Christmas. I want to get him some of what I know he likes and some of something he may have not tried yet. His favorites are Cohiba (red dot), H. Upmann, Romeo & Julieta, and Arturo Fuente. Since I have not smoked many of these I am not sure what are some similar cigars he may have not tried yet. I am looking to spend $30-$50 and if I can find it on Cbid, that is a plus. Cheers!