"Dryboxing" is where you take the cigar you plan to soon smoke, and putting it in a non-humidified box (I use a regular cigar box) for a few days. If your humidor is kept at a higher humidity percentage, you may consider doing this. I have found that by doing this, it leads to a more enjoyable experience. To continue on that point, if you live in an extremely humid area (like where I am now in Louisiana), you may need to drybox even longer - I have been averaging about 4 days.

If you notice a particular cigar is still to tight for your preference, you could also cut the cap, then drybox for a few days. It just gives the cigar a little bit of extra "breathing", allowing it to accommodate to your smoking environment.

As far as those choices, I never eat desert first. I would save the Brazilia for last. But then again, I'm not a big CAO fan to begin with. Something you might want to consider doing is keeping notes about each of the cigars you try. When I first started, I literally had a "little black book" that I kept notes in, next to cigar labels carefully taped next to the description. These are more akin to the "tasting notes" my wife uses during wine tastings, but it's the same idea.