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If you go with an 18-footer and the car barely fits, how are you going to balance the load? I hope you're not planning on just driving the car in and heading down the road. You should adjust the tongue weight by moving the car forward/backward on the loaded trailer and marking your tie downs so the car can be loaded in the same spot every time. All the "stuff" you add will affect the tongue weight. As the weight of the trailer increases, the ability of the tow vehicle comes into question. You may consider placing the "stuff" in the tow vehicle vs carrying it in the trailer. Once the trailer heavily outweighs the tow vehicle, you will have your hands full in a panic situation, high cross winds, etc.
To tow a trailer any distance requires careful planning and execution. Proper tow vehicle, carefully secured load, weight distributing hitch, at least one spare wheel/tire (I carry two), etc., will lead to happy hours spent towing vs an accident waiting to happen.
How many of you have seen a car trailer going down the road with the tow vehicle's front end pointing skyward? Think about that when you try to tow a 30' enclosed trailer with the car, spares, tools, workbench, generator, spare tires, etc., all packed away in the trailer with a V6 Explorer trying to maintain highway speeds.
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CSX4068, '69 Bronco, '70 BOSS 302, '87 Mustang GT, '08 Roush Trak Pak
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