[Paul R.]

And I typo’d the gust! Assume 30 mph (headwind gust) + 60 mph towing speed.

[volunbeer]

My best guess is that it is highly unlikely. While your trailer could possibly get enough lift if total wind force underneath it was 90MPH, the draft from your vehicle will counteract the lift imparted on the trailer and the tow vehicle will push most of the air away from the front of the trailer (even in a 30mph wind).