Well, for starters, your question is kinda vague. I'm assuming that you're asking us to tell you how hard of a trail you could handle based upon how your jeep is equipped so I'll answer based upon that.
First, having only 2 wheel drive certainly limits the kinds of off roading your Jeep can realistically do. I imagine you already understand that.
Secondly, you simply can't look at a person's vehicle and tell them what they can handle. Four wheeling involves skill and properly using the equipment your Jeep has. Since you've admitted that you are "new at this", then I assume you have very limited trail driving experience - if any at all. That's ok, but for someone to tell you your Jeep can handle a particular trail with a particularlevel of difficulty rating would be irresponsible because an experienced driver could certainly take your Jeep more places with less effort that you might be able to -- regardless of how it's equipped.
Lastly, one has to know what kind of off road driving you want to do. Rock crawling is different from mud bogging and so forth. These kinds of 'wheeling also require different equipment for your Jeep to perform accordingly. Rock crawling requires low gearing and suspension flex. Mud bogging uses more engine/tire speed and taller gears. Both of these activities also require different tire applications -- and this is particularly crucial since you've only got 2 wheel drive.
So, with all that said, my advise to you is to start off with trails that the folks you wheel with say are easy and get to know how your rig performs. Work yourself into more difficult trails as you feel more comfortable with your Jeep.
You've got a nice looking Jeep there. You'll also have to be at peace with yourself about how important it is to you to keep the Jeep pretty. Four wheeling is hard on the Jeep's mechanicals as well as the body. If you are likely to get very upset and discouraged if your Jeep gets dinged or bent, then going off road probably isn't for you. It's twice as hard (and expensive) to keep a trail rig functional AND pretty.
You'll find that if you get bitten by the 'wheeling bug in a big way, you'll be less interested in it's appearance and more interested in buying parts to make it perform better on the trail.
This is just my .02 cents worth, but it looks like you've got a good start with a decent lift. I'd encourage you to invest in those tow hooks, some rock rails, a locker in the rear diff if you don't already have one, appropriate differential gearing (maybe 4:10's for your tire size?) safety and recovery gear, and some spare parts. Your tires are more for light trail and highway driving so take that into consideration when tackling the trails. Traction is a big factor in off road driving. Different tires will change the way the Jeep performs on different terrain.
Take some time to look at the photos posted on this website. You'll be able to see the difference in the kinds of wheeling our guys do just by their rigs. Many of the pics show the kind of trails these guys do with their rigs.
Again, it's more about you and your skills rather than your Jeep. Get out there and hit the trails -- get some trail time under your belt! And never go alone!!! A good spotter will keep you from an expensive and time consuming oops, and having another rig along could be your only way home in a worst case scenario.
Hope this helps!
