For safest handling, the heaviest trailer should be: Do you currently have car insurance? Insurance is mandatory to drive in Ohio Yes I have insurance. But please show me your best quotes. No, please help me find the best insurance. Question For safest handling, the heaviest trailer should be: Answers Closest to the tractor. Between two other trailers. The last trailer. Covered with a tarp. Explanation In a double or triple combination, the heaviest trailer should be immediately behind the tractor. The lightest trailer should be in the rear.