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Well,i made something similar and since i have alot of sand to contend with and have a few bikes i can use for parts,i made a little cart with bicycle wheels . I will post some photos of what i did with the "towing pole" later today as that is what ill be working on.
This is pretty ironic as the day before i saw this,i repaired mine from wind damage. The wind bent up the piping along the top. I removed the bent bolts,drilled out the holes slightly bigger and installed new hardware.
I thought this was a great idea. I live a block from the water and was wondering how id transport my kayak without walking or driving. I will definitely give this a shot,i think itll work perfectly. As for my bike,there is a few trees like you said.
Look at the last photos and read what was said in the last paragraph.