Origins of Sydney – Are you ready to uncover the secrets of Sydney?

Fun Sydney Walking Tour
Operates any time of the day or night

Starting location: Customs House Building
Finish location: Dawes Point, under the Harbour Bridge
Duration: 1-2 hours
Cost: $12.99

Follow clues to uncover the history of Sydney and discover the inspiring stories of the people of The Rocks, the stunning views from Observatory Hill, and the ruins at Foundation Park. Get in the shoes of a former convict trying to make a new life for himself in 19th-century Australia, a land of wonders and new possibilities.


You were a convict brought to Australia for the crime of stealing bread and butter from a shop back home in London. You were hungry at the time, unable to find work, and alone. Your only family, your mother, died two years before. You were in prison for 3 years, but today is your first day as a free man.

What can you do? You feel lost and have no idea how to start a new life so far from home. You decide to visit Sydney as a free man for the first time. Maybe here you’ll find some hope.


What an enjoyable way to discover Sydney! loved learning new things and being a tourist in my own town. Can’t wait to do this on holiday in other cities! — Megan Jeganathan, Oct 2020


  • Highlights
  • Discover popular and lesser-known places in Sydney.
  • Experience how, in only 11 years, Lachlan Macquarie rapidly transformed Sydney from a penal colony to a proud international city.
  • Hang out with ‘Push Gang’ members and imagine how dangerous The Rocks would have been.
  • Find a spiritual connection to Sydney that will stay with you forever.

Know before you go:

  • Quest available in English
  • This quest has 15 challenges
  • Best during the day
  • Instagrammable
  • Best for couples

Ultimately Sydney – Tours for well-travelled visitors and adventurous locals

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