For every fractally-type enclosing shape, yes they will. And when you talk about the limit, then you have a circle. You can't talk about moving "zero distance

For every fractally-type enclosing shape, yes they will. And when you talk about the limit, then you have a circle. You can't talk about moving "zero distance horizontally and zero distance vertically" becuase then, as you rightly say, we're back to Zeno. You don't have an infinitely zigzagging line. That way of trying to think about things is a dead end, and unhelpful. Better answers are given elsewhere in this thread.