Each particular generation of Explorer has it's own issues. It usually comes down to how many miles are on it and how well it was cared for. Even so, a one-owner Explorer that was babied and cared for by a professional mechanic will still have whatever known problems that just happen from how the thing was designed.
If you're not that attached to your '91, then maybe you should sell it and get a newer gen. You could possibly sell it together with the engine you have as a package deal. List it on here and see what happens. Lots of people seek out first gens for trail rigs.
If you like having 4 doors and a 5 speed, you might want to hang onto what you have.
There were still 5 speeds in later gens, but they made less and less of them. A 302 swap is doable, but you're talking about gathering alot of the needed parts, then the downtime to swap it in, and the days/weeks/months of working out the bugs afterwards.
There are brand new 5 speed transmissions for the later gens for $500-600 though, so you could always get one of those and swap it in to whatever you find, too.
You might be able to find a V8 Explorer and look into a manual tranny swap. If you wanted 2WD and a V8, maybe you can find one of the 2nd gens that they made before making the V8 come with the control trac drivetrain.
Best bet is to find what YOU like the most, whether it's a particular year of Explorer, or even another make/model. Having something you enjoy, both looking at it from the outside, and from the inside when you're driving it, counts for a lot. Life is pretty short, you might as well have a vehicle that thrills you.
You're on the right forum if you want another Explorer though, people sell them fairly often, and they're usually a really good deal.