My Father-in-Law had an Explorer similar to yours except he had the V8 vs. the 4.0 V6. He pulled a 19' fiberglass bass boat. The boat, trailer and gear weighed 3750. The Explorer pulled OK on flat ground but labored a bit on hills. Because of the soft suspension any maneuvers made above 45 mph had to be easy. A quick lane change resulted in increased pucker factor and induced white knuckles. Between your V6, soft suspension and the frontal area of the TT you'll quickly find that your Explorer isn't the vehicle for the job.