I have the Filson original briefcase and it's the shit and I constantly get compliments on it from men and women, but it is a little pricey. Quality is worth the extra dough for something that will last a lifetime.
Original Filson briefcase, $248
I also considered this bag; it looks a little pursey at times, but whatever, rock your manbag.
Ona Bag, The Bowery $129
Desert boots, full stop. You're going to be in the desert so you want someone light, but still comfortable. Also, you can wear these into a bar or classier casino without looking like a jackass.
Clarks Desert Boots, Suede or Beeswax
You'll find them anywhere, online or brick and mortar. Look for big sales and hopefully you'll get them for less than $100.
J Crew McAlister suede desert boots.
I actually think these are nicer than the Clarks because the toe-box creates a slightly sleaker silhouette. On sale for $100 for a couple more hours.