[Pistol Pete]

My first tow vechicle was a 2007 1500 GMC crew cab 5.3l pulled a 24 ft enclosed no problem. I think even if you went to a 20 ft enclosed with your current pick up you would be fine. The car will be inside, most important if your towing in bad weather.
I had a brand new open trailer last may and sold that for my current 20 ft enclosed
Unless your taking tons of stuff than you need a bigger trailer.