Wow, You've really gotten the gamut for advice. 2700# tractor huh? Well, I figure my Regular to weigh in at about 4000, add the trailer and we're up around 5500#. I've got a '96 Dodge Dakota with a 318 V8 and tow package. I won't say the Dakota walked away with it, there was one hill that has railroad tracks at the bottom and we never got out of first going up that one, but spent 250 miles at highway speed and never had an issue. So yeah, take your 2700#, find an appropriately sized trailer, DON'T plan on taking your implements if you need them make 2 trips. You don't need an 18' trailer for this, that big a trailer is going to do nothing but help overload your truck. 16' is plenty. Then compare the weight of the trailer and tractor to the tow rating on the truck. If your not going to do this much then I wouldn't worry about going a bit over. If this will be frequent, like bringing the tractor home every night then consider picking up an old Dakota or a fullsized half ton truck. The ones that said to pay carefull attention to the trailer brakes and tires are absolutely right, this is not a time to cut your preventative maintanence down. Also spend some time playing with your brake controller with the trailer loaded at low speeds to get it set real good, then realize it'll be different at higher speed. I played alot at 25mph before I was very comfortable with what I was doing. Even then I wouldn't do it often. If I get to the point where I want to tow my tractor alot I'll get a bigger truck. Also make sure the thing is chained down good, you don't want it getting loose on you. The guys that suggested you need a 3/4 ton or 1 ton truck for this job are NUTS. Thats overkill, why buy 2x or 3x the truck you need just to have it sit in the weeds most of the time?
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