We tow a 21 ft TT behind a F150, supercrew with 6 1/2 ft box. The truck is the same length as our TT. The TT is light at 3000 pounds. The wind does affect us but we slow down to whatever the speed the semis are going and take our time. Out of curiosity, I turned off the stability control that is built into th truck and found that I thought that there was more "felt sway."
Last summer we were traveling through Michigan with about a 40 mph (according to the weather channel) wind quartering to us from the left. A very large 5th wheel flew past us (and all of the semi's that were doing 50 mph) I told my wife that I would not be surprised if we passed him in the ditch up ahead. 60 miles up ahead we came to a traffic standstill and discovered that a 5th wheel had gone into the right hand ditch. After a half hour, we were allowed to drive by and saw that the fire trucks and ambulances were parked so that people would not see so much of the accident scene. The trailer looked like a bomb had gone off, nothing was recognisable except the frame and bedding that was thrown about. The truck had flopped and the cab was totally calapsed and it was sitting on what was left of the top. As we drove by, the EMT'S were putting sheet covered bodies in the ambulance.
Being in a hurry does not make sense if you endanger yourself and others.