I think at least once Draper's Welsh club has played the champions of Gibraltar (popn 32,000 so similar to Timaru), in UCL qualifying.
Unsure of the UEFA league coefficient on the Rock, but I'd hope the A League is a significantly better standard.
Pretty sure that Gibraltar champions beat Celtic in one game in the Champions League qualifying. Lincoln Red Imps I think? I'll look it up.
Here we go, just for the record:
| 2016–17 | UEFA Champions League | 1Q |
 FC Flora Tallinn
|
2–0 | 1–2 | 3–2 |
|
|---|---|---|---|---|---|---|---|
| 2Q |
 Celtic
|
1–0 | 0–3 | 1–3 |  |