My $0.02...
If you don't plan on driving over 65 much, I'd rebuild the engine, put on the AFI, keep the 4 speed & 33s and toss in some 4.11s.
You'll have a fast and powerful (relatively speaking), yet stock feeling truck. It will start very easily in any temperature, adjust to any elevation, have a smoother power delivery in the low & mid-range, and idle down the trail with force since the FI pours on fuel if the RPMs drop.
The H55 is really only good for going 1) a little bit slower when going slow, and 2)keeping the RPMs down if you like to drive 65+ for hours on end. It doesn't sound like you'll be doing much of either. 3) Bragging rights over people that don't have one.
4.11s/33s/manual transmission really are the sweet spot in the 60. Plus the speedo will be dead-on. Trying to drop the RPMs just because you can doesn't really gain you any mpgs, but does lose a noticeable amount of power. Plus, with the better internal balancing from a quality rebuild, you'll notice that there is no magic wall of death if you push the engine over 2500 rpms. 3K is no bid deal, it can do that all day. It will also keep making power up to and past redline, where the stock motor seems to drop off.