My wife ,daughter and I went in 2014 pulling a 32 foot FlagStaff 5th wheel with ford F250 diesel truck. We traveled alone and was the best trip we ever took. All of us loved it. I admit I was a little reluctant at first as we were relatively new to RVing and certainly never had taken a trip of this magnitude. Diesel fuel was readily available which was a concern of mine. I carried 15 extra gallons of fuel, but never used them once. As has been stated, take your time and enjoy the trip - it is a journey and not a destination. Including travel in the US to get to Alaska and back, we put 15,400 miles on our truck. There are some rough roads, but not nearly as bad as I expected. The steepest hill we went up or down was a 11% grade.
Enjoy your trip.