There is an island that is part of Nova Scotia called Cape Breton with a city named Sydney (so Sydney, Nova Scotia, Canada) with population of ~30K. Every few years we get a tourist that confuses that with Sydney, New South Wales, Australia.
They generally realize something is wrong when they switch planes in Halifax from a Jet (Boeing 737, Airbus 320, etc) to a 19 person turboprop for the last few hundred kilometers to Sydney.
News Articles:
http://news.bbc.co.uk/2/hi/uk_news/2172858.stm
https://www.cbc.ca/news/canada/nova-scotia/italian-tourists-...
https://www.theguardian.com/world/2017/mar/31/teen-accidenta...
Wikipedia Link:
Sydney, Nova Scotia, Canada https://en.wikipedia.org/wiki/Sydney,_Nova_Scotia
Sydney, New South Wales, Australia https://en.wikipedia.org/wiki/Sydney