I would offer the following, based on my trailering, and owning a trailer for a few years.
- Get brakes no matter what. I tow with a 3/4 ton 4x4. I had my 2200lb tractor on a loaned trailer. I got cut off on the freeway, and had to get on the brakes really hard. I could still feel it pushing the truck around. The anti-lock worked on my truck...
- Trailers are really handy to have around. I went with a 16', because my tractor used that much room with the loader and a rear mounted rotary mower. It has been great! I have hauled 10', 12' 16', and 20' lumber and pipe on it. I've hauled hay bales, my two tractors, my Dad's tractor, a buddies tractor, a Bobcat, and ASV RC30, a road roller/compacter(ride on version, both 36" and 48")a Subaru station wagon, a Bronco, a S10 Blaser, Cub Scout parade floats, concrete block retaining wall, firewood, floating docks for Cub Scout day camp, large 7x18 wire panels, and other stuff I can't think of.
- With implements, tractors are long. I think that is part of why a 16' trailer is so popular; it's real versatile
- When calculating how much you can haul, remember the trailer weight. As a reference, my 6x16' dual axle with wood deck is 1600lbs.
- remember to get good chain and binders to secure you load. If it moves on the trailer while towing with a small truck, that might be a wild ride...
You should be able to haul a setup like this. Make sure the brakes are in good shape, and you have a good brake controller. And figure out how to set it properly.
Only bummer about owning a trailer, is another thing to maintain, license, keep tires up on...