Rob,
Sounds like you've been doing good research, the more the better is my advice.
I have a 91 4dr with the Superlift 5.5", including the Superrunner Steering and extended radius arms. I would recommend this over the Skyjacker, since it works for me as well as many others on this site. Skyjacker has a reputation for being hard to deal with should problems arise after the sale. I had a few problems myself with my Superlift, but they were very good about working with me and standing by their product.
The Superrunner Steering is a worthwhile investment -- I'm completely satisfied with mine.
Since the springover reuses the stock springs, I took my springs to a spring shop and had them take them apart, clean each one separately, install new spacers and anti-friction pads, and repaint the leaves seperately before reinstallation. Also check the bushings and replace if worn, I'd stay with the stock rubber bushing over a poly one, the ride is better and you get more flex. I also changed the spring pack clamps to the bolt style that leaves room for the leaves to separate when at droop. All this adds up to a more comfortable ride and maximum articulation.
I had a new rear driveshaft made to accomodate the height increase. It would be a good idea to have someone with experience check yours after the lift to insure that you have enough driveshaft. I also had the pinion angle matched to the output angle of the transfer case, this will limit vibration. Also, I had the rear spring perches supplied by Superlift welded to the axle housing, instead of just being clamped -- better safe than sorry.
I am running 33x12.50 Swamper SSR's. They are a great tire, but they can be a little loud if you're not used to a specialty tire, and they are harder to keep balanced than a normal mud tire, so you'll have to put up with more vibration than say a BFG mud. They perform very well though, off and on road. They are heavier than a similar mud tire, mine weigh 66 lbs each, without the wheels. If you just want the Swampers for looks, I'd suggest going with BFG's or something similar. But offroad, the Swampers are hard to beat, so I don't mind putting up with them on the road.
Which brings us to gearing. I, like many others running 33's, am running 4.56 gears. I have a Detroit Locker in the rear and a Trak-Loc in the front. If you run 33" SSR's, you're going to have to run 4.56 gears, unless you drive downhill all the time. All this can get quite expensive, so be forewarned. It is very important to get someone good and experienced to do your gear swap, otherwise the gears can be noisy and vulnerable to premature failure.
One other thing. The SSR's are actually 33.4" tall, which is tall for a 33" tire. It's great for ground clearance, but you will have a rubbing problem on the front fenders. I'm using Mickey Thompson Classic II wheels with a 3 3/8" backspacing, which sets the wheels outboard slightly. I had to trim the front fenders quite a bit, taking off almost 3" at the back bottom of each fender. I had a custom street rod builder do the body work, and it looks great, but again, more money.......
I would highly recommend using Rancho 9000 shocks at the corners. They're simply the best, that's why you see everyone who is serious about their rig use them.
All in all, everything has held up well -- I've had my lift for almost 2 years. The front springs will settle somewhat, many other Superlift customers will back me up on that. I had my lift done by a good 4x4 shop, the labor charge (I don't remember exactly), including the steering and radius arms, was about $800-900. But you really need to take into account the gearing, possible bodywork, driveshaft, etc for a finished price.
Sounds like you're headed in the right direction, but again, be aware that what you're trying to do is probably going to cost you quite a bit more than you might think.
Good luck and keep asking questions.