Highlights of Sydney: From Prison to Freedom Land
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.
Are you ready to discover Sydney’s secret?
Availability:
Can be played on
Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, SundayDuring these hours
Whole dayLanguages
English
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.
Storyline
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.
Experience's route
Starting point Customs House
31 Alfred St, Sydney NSW 2000, AustraliaFinish point Dawes Point
Dawes Point Reserve, Hickson Rd, The Rocks NSW 2000, AustraliaPlaces you will visit
15
It will take you
109-139 mins
You will walk
3810 steps
Total distance
2.9 km
Places to visit
You will discover interesting places along the route of the experience.
Observatory Hill
Campbell's Stores
Cadmans Cottage
Tank Stream Fountain
Customs House
- Best during the day
- Best for couples
Get the Questo app and you’re all set
Download it, choose your route and just walk to the starting point.
Ratings and Reviews
46 ratings
Jason Chisholm
Varunan Ravikumaran
Claire
Sam Yan
What does a Questo Experience look like?
Walk, Solve & Explore the Real World
Download the Questo app, pick your self-guided adventure, and start exploring. Follow clues, solve puzzles, and unlock hidden stories as you discover new locations—all at your own pace.
Visit cities with Sightseeing Quests
For your next trip, explore by going on a sightseeing quest without a guide. Enjoy the flexibility of starting and stopping the experience whenever you want, without the fear of missing out on the best places to visit or the best stories to learn.
Make Your Date Unforgettable
Turn an ordinary date into an adventure for two. Stroll through scenic streets, solve puzzles together, and share memorable moments. Perfect for couples, first dates, or even proposals.
Role-play in your city
Attend a Questo Event, and immerse yourself in your favourite stories. Dress up in a costume for extra fun.
Have an unlock code?
Availability:
Can be played on
Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, SundayDuring these hours
Whole dayLanguages
English