Highlights of Sydney: From Prison to Freedom Land
4.46Player rating· 208 plays →
Made for this city by a local creator, with a real-world challenge at every stop.
How many are playing?
Get this quest →The experience
About this quest
What makes this quest special
Highlights
From people who played this quest
They went outside.
Here’s what stayed with them.
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Your walk, at a glance
Sydney
31 Alfred St, Sydney NSW 2000, Australia
Dawes Point Reserve, Hickson Rd, The Rocks NSW 2000, Australia
Start and finish only. Discover the stops as you play.
Along the way
Landmarks & Hidden Gems Included
From your phone to the streets
Pick it. Open it. Play.
- 01
Choose your access
Check the player and phone options for your group.
- 02
Open the Questo app
Follow your purchase instructions to access the quest.
- 03
Head to the start
Follow the clues and let the adventure unfold.
Choose your way to play
Explore at your own pace.
| Experience | This quest | Guided walking tour |
|---|---|---|
| Experience | Discover places through stories and clues in the app | Hear stories and ask a guide questions |
| Pace | Pause for a photo, a café or a longer look | Usually follows the guide’s schedule |
| Company | Explore with your own people or on your own | Private and shared group tours are available |
| Guidance | Directions and challenges in the Questo app | Live interpretation from a guide |
Features and terms vary by experience. Check the details before booking.
Plan your day
Good to know before you play
- Walking distance
- 2.9 km
- Playing time
- Play at your pace · usually 125 min
- Languages
- EN
- Best during the day
- Best for couples
A little clarity before you go
Frequently asked questions
Is Highlights of Sydney: From Prison to Freedom Land self-guided?
Where does Highlights of Sydney: From Prison to Freedom Land start and finish?
How many accesses does our group need?
What language is Highlights of Sydney: From Prison to Freedom Land available in?
The people behind the adventure
Created by Ultimately Sydney.
A route that brings places and playful storytelling together.
Every quest. One year.
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Keep exploring Sydney
More adventures in Sydney
Colonial Sydney context
A penal colony that became a complex modern city
The British colony at Sydney Cove began in 1788 with transported convicts, soldiers and officials on lands already inhabited and cared for by Aboriginal peoples. Sydney’s later growth cannot be reduced to a simple journey from “prison to freedom.” This quest uses a personal story to explore colonial places while acknowledging both convict experience and the deeper Indigenous history of the harbor. Playable languages: English.