I'm pretty happy with my current kit:
Mk5 Ballistic Weave armored Courser suit and Fedora. Nice balance between simplicity, buffs, and lightweight.
1. Big Jim, a legendary pipe wrench with 20% chance to cripple legs. I found this by like level 3 and since my toon is not a melee focus I only carry a melee as a backup. I've seen a lot of legendary melee weapons, but I keep coming back to this one. Again nice tradeoff between base damage, weight (only weighs 2.5 if I recall) and buff effects (everything can have its legs crippled I think, even things without legs?)
2. Def Leppard II: legendary incendiary shotgun fully modded (short ported barrel, drum mag, recoil stock, reflex sight, range is like 29, but does ~215 damage!
3. .45 Plasma Infused rifle, also thoroughly modded. Fairly light weight, reflex sights for intermediate CQB, damage buff that effects everything . . . sure it is only an extra +15 or something, and the weapon only does base of 90 but for VATS or just plinking it works well.
4. Empty and used for miscellaneous stuff I want to experiment with.
5. Empty, same.
6. Freezing Gauss rifle with long recon scope: one shot one kill on all but the highest tier of mobs. damage is 485 + 25 of freezing. Multiply that by sneak and most things go down quick.
7. 10 bottlecap mines
8. 10 molotovs (weakish but work well on some mobs it seems [bugs, raiders, ferals)
9. 10 frag grenades (slowly stockpiling plasmas and when I have about 50 plasmas I'll start carrying 10 of those instead and sell the frags I find).
0. Jet Fuel: I've made so much of this stuff now! At one point I had about 300 of it stockpiled and sold off all but about 50! There is always plenty of [censored] and plastic in the Wasteland!
-. UltraJet (disappointing that there is not a "Psycho UltraJet" but meh . . .)
=. Stimpacks
At level 50 and higher, that kit right there allows you to defeat virtually anything. I may also carry some of those mirelurk cakes or some of the other light food items (iguana on a stick, or crispy squirrel) to top up health when I've taken a small amount of damage. Mutant Hound chops, always try to have 2 to 4 of those on hand.
For a long time I was toting around the heavier high HP food items (Deathclaw steaks, Mutt Chops, etc.) but with ~200 stimpacks which I barely ever use, it is really unnecessary load. Some of the ones that buff AP are useful.