I made the opposite move. So my old thread may interest you.
http://www.expeditionportal.com/for...-to-Jeep-Rubicon-Unlimited-Capability-Comfort
I've owned two 100-Series. One w/80k and moderately built up.
The other one was purchased with 168k and I fully built it up.
I know own a 2014 JKUR.
And have wheeled with many other 100s, a few built 200s and a few JKs. So I'm semi qualified to speak on this.
What others have said is correct. The Jeep is better for technical terrain and more fun. The Land Cruisers are slow, luxury land yachts by comparison. But they're also tanks. You get an urge to preserve them. This can be a good or bad thing. I like how seemingly disposable the Jeeps are. If you destroy a fender, you can find another on craigslist for next to nothing.
Obviously, it's a lot cheaper and easier to modify a Jeep. The 100-Series has about 5 manufacturers of anything you're looking for and they're all expensive. The 200-Series has even less support.
All three vehicles can get pretty far down the trail even in stock form. But they have opposite issues. The Land Cruisers are too big and heavy. So you're constantly doing mods to get better angles. But on the bright side, you don't have to worry about durability. The axles and driveline are super tough, even with larger than factory tires. I'd recommend ARB or TJM lockers for either Land Cruiser. It's great insurance for the 100's weak front diff. And contrary to what r3run33 said, terrain response is not magic. Some things just require real lockers. Or at least they make it a lot less dramatic.
The Jeep is better for technical terrain out of the box. But you're constantly downsizing and modifying to fit everything and everyone.
(The JKU plus a trailer seems like a good option...)
Of the 3, I'd recommend a 200-Series for you. I think you'll be very happy with it, as long as you're not trying to do really tight Jeep trails. They improved upon many of the 100's weaknesses. More power, better mpg, better towing, no more trouble-prone AHC, Coil sprung front end, much more luxurious. I wheeled Hell's Revenge with Christo Slee's semi built 200 series. It had a 2" lift, 35" tires and ARB lockers front and rear. And an ARB front bumper. It was a beast.
They just eat up passengers and cargo too. One of my buddy's runs a 200 series with 5 passengers, multiple dogs and a dual sport off the back. Try that in a JKU. His has ARB bumpers front and rear, sliders, 33" tires, ARB lockers front and rear, and a roof rack.
He also said it took 10 mins to remove the third row seats. So don't let those scare you off.
If I'm still into this when I have large children, I'll move back to the Land Cruiser wagon world.