Cigars

  1. lighter (ensure it's filled)
  2. cigar drill (unless part of the lighter)
  3. a few standard cigars - ideally enough to allow sharing
  4. some small cigars - to share with the the ladies or a short smoke

Pipe

  1. my standard pipes
  2. tobacco - ensure it's still moist
  3. stuffer
  4. at least 8 Filters
  5. at least 3 cleaners
  6. snuff

Alcohol

  1. Hip flask
  2. Spare spirits
  3. Beer
  4. Wine
  5. Bottle opener (wine / beer)
  6. Travel wine drinking glasses