The strain that's on the painter when we have towed the dink in fairly tame seas is amazing. I have towed them behind a bareboat and only taken comfort that I didn't own it!
I can't imagine being in a blow, surfing down a wave and pulling a dink whose line probably goes through the following wave to the dink behind it. I think you would need anchor chain to keep it attached. If you did, it would also become a drouge that is careening all over and changing it's force on you at the worst moment.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.