Mmmmmmmm cigars and liquor. I can attest that liquor is an extremely effective pain reliever. However, it may be unwise to drink liquor if you are sick and or injured (I hope this is stating the obvious). I have never noticed any medicinal purpose for cigars.
Aleve, or naproxen sodium, is a very effective anti-inflammatory for me. I usually take 2. Otherwise, any of them (aspirin, acetaminophen, ibuprofen and naproxen sodium) work for me for getting rid of a headache. I use these medications maybe 2 times a year and have no tolerance built up for them which is why I think they are so effective on me. I usually pack in (aspirin or acetaminophen) and (ibuprofen or naproxen sodium).
I would also recommend melatonin as a sleep aid instead of diphenhydramine, aka Tylenol PM. Melatonin, for me, is more mild on my body and will allow me to fall asleep without “knocking me out”. It is a naturally occurring hormone in the body. I have never used this backpacking, only at home. It is nice because I can wake up in the middle of the night without feeling disoriented if I need to. In the backcountry Whisky usually puts me to bed quite nicely.
I also highly recommend an anti-diarrheal med like, loperamide hydrochloride (Imodium), or at least some bismuth subsalicylate tabs (Pepto).