I wear Russel PH's . I prefer them over Courtney boots because I have very wide feet (EEE) and I had them measure my feet and make them specially for me - this is their standard operating procedure - and I always wear gaiters, I prefer them in canvas, with either shorts or trousers.
I do not wear gloves to hunt or to shoot. Trigger feel is important to me, but I do have fleece gloves (and beanie hat) for early AM and late PM.
+1 on fleece, this is what I wear to HUNT. I still like a down vest (noise and all) on top of the fleece in the TRUCK early morning (white frost common in Stormberg mountains of Eastern Cape in July/August).
Could go on and on but there are numerous threads already about what should be:
1) on your hunting belt (mine carries 10 rounds, Puma 4" knife, Sony RX100 camera, Mini Maglite, Swiss Champ multi tool)
2) in your truck bag (mine carries warm stuff, water, lunch bag, sun screen, spare hat, spare socks, Gore Tex rain jacket - again: winter in Eastern Cape mountains, etc. etc.)
3) in your daypack if you choose to have one. I do not have a backpack per se - e.g. 10 gallons volume - in Africa, but I find the 2 gallons super-mini packs very convenient "possible bags" (headlamp, spare batteries, lip balm, para-cord, IFAK with tweezers, water flask, etc.)...
I will pitch again the fist-sized IFAK (individual first aid kit). You never need it, until you NEED it... But we all have our own little quirks...
+1 on Cipro... IF indeed your doctor is OK to blind prescribe...