Australia>Sydney>Convict Life Sydney: Escape from Cockatoo Island
City exploration game

Convict Life Sydney: Escape from Cockatoo Island

4.56Player rating
Play at your pace · usually 120 min 3 km Sydney App-guided
Play in
English

The experience

About this quest

You’ve broken your chains, now run. Set in the heart of Sydney Harbour, this immersive quest drops you into the boots of a 19th-century convict making a desperate escape from Cockatoo Island. 

Once a prison for the colony’s most feared criminals, the island’s crumbling tunnels, towering guard posts, and eerie work yards hold both danger and the clues you need to break free. Solve puzzles, follow a trail of secrets, and walk through real history with every step. 

Whether you’re with friends or family, this is a journey of discovery, connection, and adventure. Can you outsmart the guards and find your way back to freedom before it’s too late?

Is this for you?

Who it's for

Friends and families with older children visiting Cockatoo Island can explore its convict past on foot, playing an escaping prisoner. Over close to two hours and 3 km, puzzles lead you past Fitzroy Dock and through the Dog Leg Tunnel to the Convict Precinct. Choose something else if you want a live guide to question, or have small children who would tire on 3 km of tunnels and work yards.

What makes this quest special

Highlights

  • Follow in the footsteps of convicts as you make your way around the historic sites on the island.

  • Uncover the island's secret tunnel that served as an air-raid shelter during World War II.

  • Discover the solitary confinement cells that were hidden until 2009.

From people who played this quest

Good times. In their words.

4.56 / 5

116 player ratings

Selected player reviews. Original words and ratings.

From your phone to the streets

A walk that turns into an adventure.

  1. 1

    Open the app. You’re on your way.

    Choose your pass, then open your quest in the Questo app. It guides you from the starting point.

  2. 2

    Get outside. Follow your curiosity.

    Discover real places and their stories on foot. Stop for a coffee or a photo, then pick up where you left off.

  3. 3

    Crack a clue. Share a little victory.

    Look around for answers, solve puzzles and enjoy the “we got it!” moments.

CHOOSE YOUR PASS

How many are playing?

Get this quest
No booking slot · play any dayFull refund until you start playing
Players exploring the city together

BRING YOUR WHOLE GROUP

One city. Rival teams. Great stories together.

A school trip, a team day or friends out together. Turn your next outing into a little friendly competition.

Team vs team

Use your own phones and join a team. Any teammate’s answer advances everyone. Beat the other teams on the leaderboard.

Everyone for themselves

One player per phone. Solve clues on your own and race for the top spot on the final leaderboard.

Can a team share one phone?

Yes. Play together on one phone per team, or use your own phones and join the same team in the app. We recommend your own phones so everyone can take part.

Your walk, at a glance

Sydney

A · Start

33.845831, 151, NSW, Australia

B · Finish

Birchgrove NSW 2041, Australia

Get directions to the start

Start and finish only. Discover the stops as you play.

The people behind the adventure

Created by Amanda.

A route that brings places and playful storytelling together.

Made by Amanda

WHAT MAKES A QUEST DIFFERENT

Your adventure, with a playful twist.

1 / 4

Experience

This quest
Discover places through stories and clues in the app
Guided walking tour
Hear stories and ask a guide questions
2 / 4

Pace

This quest
Pause for a photo, a café or a longer look
Guided walking tour
Usually follows the guide’s schedule
3 / 4

Company

This quest
Explore with your own people or on your own
Guided walking tour
Private and shared group tours are available
4 / 4

Guidance

This quest
Directions and challenges in the Questo app
Guided walking tour
Live interpretation from a guide

Features and terms vary by experience. Check the details before booking.

Good to know before you play

  • We recommend not playing at night
  • No attractions ticket(s) required

A little clarity before you go

Frequently asked questions

How long does the quest take?
Most players take around 100 minutes, so allow close to two hours for the walking and the puzzles. The route covers about 3 km of the island. You can pause along the way and continue later if you want a break.
What was Cockatoo Island used for?
In the 19th century the island was a prison for the colony's most feared criminals. The quest casts you as a convict escaping from it, telling the story of places such as the docks, the Dog Leg Tunnel, the Historic Residence Precinct and the Convict Precinct as you go.
Does the route go through the Dog Leg Tunnel?
Yes. After Bolt Wharf the quest takes you to the tunnel's western entrance and then out at its eastern entrance, before continuing to the Historic Residence Precinct and finishing at the Convict Precinct.
Where does the quest start and finish?
It starts at Cockatoo Island Ferry Wharf and finishes at the Convict Precinct, so it does not end where it began. On the way you pass the campground, the Chimney, the Coal Bunker, Sutherland Dock, Fitzroy Dock and Bolt Wharf.
Can we play as a group, and do we need to book a time?
One ticket covers the whole group playing together. There is no set time and no guide to meet: start whenever you arrive on the island and pause if you need to. It is played outdoors, and playing at night is not recommended.
Is Convict Life Sydney: Escape from Cockatoo Island self-guided?
Yes. The Questo app guides you between locations without a tour guide or fixed departure. You can start when it suits you and pause if needed.
Where does Convict Life Sydney: Escape from Cockatoo Island start and finish?
It starts at Cockatoo Island Ferry Wharf, 33.845831, 151, NSW, Australia and finishes at Convict Precinct, Birchgrove NSW 2041, Australia. The route is approximately 3 km and includes 13 location-based puzzles.
How many accesses does our group need?
This classic quest sells access per device and player. Each person who wants to solve clues on their own phone needs their own access.

Cockatoo Island context

A convict prison and shipyard inside a fictional escape

Cockatoo Island was used as a convict penal establishment from 1839, with prisoners quarrying stone and constructing buildings and docks. It later became a major shipbuilding site and is now part of the UNESCO-listed Australian Convict Sites. This quest’s escape mission is fictional, while the labor, confinement and surviving island structures are documented history. Playable languages: English.

Your next story starts outside.

Your next adventure is an app away.

Get the Questo app. Pick a quest, follow the clues and make the city your playground.

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