Ive heard on Rubicon owners forum, that you can run 33s, especially tall skiny 285 55s with a 2" Budget boost(just a spacer above the spring) and a 1.25jks body lift and 1" motor mount lift combo. Basically, 2.5-3" is what you need for tall skinny 33s, especially with the stiff rubicon springs. You CAN get a 2-3" suspension lift, but thats pricey compared to spacers, and if your going to buy a lift, you mine as well get something bigger than 2 inches.
With a rubicon, you will be fine on 33s, especially if you have a stick. You already have 4.11 gears.
You may clear with the factory wheels if your going to run skinny tires, you may not. Depends on the Jeep. You can use wheel spacers, but thats not for me. To be honest, it costs the same for 4 Cragar soft 8 steel wheels in 15" and 4 tires, than 4 16" offroad tires. Atleast when I priced out BFG All terrains thats how it worked out. With the steel wheels, you wont be tearing up those nice Moabs, and you can get the correct backspacing to clear.
For the mountain bikes? I just toss mine in the back, but I am only carrying one. They make racks for the spare tire, but I would use a hitch mounted carrier if you can spring it.
Its funny, my GF was trying to get me to switch from my Rubi to a Tacoma
She still might buy one for herself.