I guess the answer is to do with Eg 1.13:
For $D[0,1]$ or $D[0,3]$, maximum is 2.
For $D \cdot [0,1]$ or $D \cdot [0,3]$, maximum is 3, achieved when the points are on a line passing through 0. Edit: Upon reflection, I think maximum is 5
For $D[0,3] \setminus D[0,2]$, maximum is I guess 5, achieved when, but not only when, the points are on a line passing through 0 and close to $D[0,3]$?
If right, then what's the justification please?
If wrong, why and how else can I approach this please?
Asked here but there are no posted answers: Find the maximum number of horizontal and vertical segments in $G$ needed to connect two points of $G$.
Related:
Prove that $A_{r,s}$ $=[z\in \mathbb C : r<|z-z_0|<s ]$ is path connected. An annulus in $\mathbb R^2$ is path connected



