I have a couple of crazy creek camp chairs for comfort underway. These go down on thwarts - spars, oars and tiller extension go on top, lashed through the limber holes. I've threatened to make foam cradles for three years. There are only a few scuffs without them. NE Dory though, no experience with skerry.   

Lug rig?  For my Passagemaker Dinghy, which I mostly carry in the back of my pickup truck, I bundle the sail up against the paired-up yard and boom using some short ties.  I then wrap this up in a cotton canvas painter's drop cloth secured with the doubled-over halyard in a sort of marlin hitch down the length of the bundle.  With the boom and yard on the bottom, a short bit of shock cord holds it against the center thwart.  The drop cloth takes all the wear and keeps the road grime off the sail.

I put an old sock over the heel of the mast, put the heel down into one corner of the aft transom where it meets the seat top (the boat goes into the truck bed stern first), and than secure it to the handhold cutout using one of the halyare/downhaul cleats.  The mast is longer than the boat, so I slip another old sock with the toe cut out over the mast and tie that to the bow transom handhold cutout.  However you do it, the old socks keep the mast from wearing against the points where it touches the boat.

.....Michael

   I love it when somebody else comes up with a solution involving old socks. Thanks for making my day, Michael. I'll be able to use this to show my wife that I am not unique!