You shouldn't have any problem. I towed a 1800 lb boat (empty weight) + trailer + fuel, etc. without a problem. It kills your gas mileage but that's it. Just be sure you have a real tow hitch (with the hitch bolted to the frame)...not just one of those bumber hitch receivers. Most bumper hitch receivers are usually rated only for getting vehicles unstuck.
I'm going pic crazy here, but to give you an idea, I'm including a pic of a 22' boat which I had and pulled frequently with my YJ. I sold my boat about a year ago and, looking at these pictures, I even kinda miss it. As the saying goes, the 2 best days of being a boat owner are the day you buy it and the day you sell it. That was kind of true...but with a few nice sunny days on the lake sprinked in between. Anyway, the point is that this was pretty big boat, was within the rating (just barely...or just a hair over) and gave me no problem. You definiately have to account for a longer stopping distance though...be over conservative until you get used to it.
I also know someone who went substantially over the rated capacity of the Wrangler (~4K+ lbs) on an almost every other day basis...it torqued the frame over time.
The hitch set up (direct tie to frame):
The 2K lb boat:
