-
I have that trolley, used it for a kayak I no longer have. At the time I lived 3 blocks from the beach, walking with it was still pretty bullshit, though possibly coz I never found a way to properly secure the boat to the trolley.
The wheels have bearings I think, they seem pretty decent really, but yeah I ld agree that trying to tow it on a bike would be pretty risky
-
If you were set on doing this I think I'd try to find one of those trailers people use for kids/dogs, and a way to securely fit one end of the canoe securely into that and the other maybe strapped to your back/rucksack. It would be ungainly, but potentially more secure and you'd know that the trailer was fit for road purpose.
If I bought a cheap canoe, and this: https://www.escape-watersports.co.uk/equipment/trolleys/palm-caddy-trolley-1-detail?gad_source=1&gclid=CjwKCAjwr7ayBhAPEiwA6EIGxJCPoku1Mv_H5aCgCyue6V-TyJEHA22AHTJaeBc6itCPlhui95Db5BoCBcsQAvD_BwE
What would my chances be of tying one end of the canoe to the back of my saddle and being able to ride the whole mess 6 miles to nearest canal? Will those wheels have any sort of bearings, or would one ride that distance destroy them entirely?