My most absurd trip was a two-leg flight to San Antonio (leaving from Boston) with a coworker. Took about 6 hours flight or so to get down there, checked into hotel. Got up next morning, drove to army base to demo our software (which runs on Android phones). Arrive at the army base, sergeant greets us, takes our phones and tells us we can't stay on the base because we're not cleared. So, we drive back to the hotel, and fly back to Boston the next day.
Essentially, we were FedEx. Six man-days wasted on top.