I don't recall any super long carries to a put-in. I did have to fly in on a seaplane to the put in on the Rapid River in Maine the three times I led trips on it.
Another time, I was trying to find the put-in for the Osgood River in the Adirondacks by following the description in the guidebook Adirondack Canoe Waters: North Flow by Paul Jamieson and Donald Morris. We all missed some path and wandered around for a long time in the woods, finally ending up back in the parking area, very confused. All the time I was trying to interpret the instructions in the book.
There was a guy just getting out of his vehicle in the parking area who saw this troop of canoeists emerging from the woods. He says to me, "I see you're reading my book." It was Donald Morris!!!
I explained our dilemma. He pointed to a space between two trees (we had missed) and said the put-in was thataway. So, it was probably ¾ mile of lost wandering for a 500 yard put-in.
Shortest: I learned canoeing when I spent every summer, all summer, from age 5 to 17, on a lakefront summer cabin in Maine. There was no carry to the water. Just shove the canoe off the shore and get in.