Cigar aficionado here. My favorite brand is Arturo Fuente, which is headquartered in Ybor City in Tampa, FL, just 15 minutes from where I live. I'm also partial to Romeo & Julietas (Winston Churchill's brand), Cohiba, and Baton.
As far as cigar lounges I like, well, Ybor is full of them, and I haven't found one I don't like around here. There's also Stogies, which is a chain in Orlando. Speaking of Orlando, Universal CityWalk used to have a fantastic cigar bar, but it is gone, sadly (of note to this forum, the patio area actually had a great view of a certain now-defunct studio where several very messy productions were filmed that caused a sexual awakening in many of us). There is still a Cigar Shop at Disney Springs at Disney World, but unfortunately it really only has two smoking seats at any one time and doesn't serve drinks.
Excellent choices. I've seen that Disney Springs cigar shop. I remember the actual cigar bar that they had years and years ago (different from the shop we are talking about). Hitting up Ybor City is definitely on my bucket list.