Questions about our first (and big) trip

I take the minimum when it comes to tolls. I cut back to a small sack with an adjustable wrench, pliers, hammer and screwdriver with an assortment of bits and a caulking gun. Somehow I still feel I need to carry a small saw and an old fashioned crank drill and bits. After years of full time and part time travel, I have rarely used any of the tools. I have used the caulking gun and do carry a fresh tube of Dicor. Aside from the caulking gun and dicor, I would be better off replacing the rest with a Leatherman.