Harbour to harbour: Sydney as a riddle trail
The Sydney scavenger hunt is a self-guided city game you play on your phone: you walk from landmark to landmark, solve a riddle at each one by looking closely at what is in front of you, and unlock the stories and legends behind it. From the wharves of Darling Harbour to the foot of the Harbour Bridge you cover 5.3 km and 10 stops in about 68 minutes of walking, so with the riddles and stories the whole game runs to roughly 3 hours, starting whenever suits you.
Highlights include the Victorian Town Hall, the domed Queen Victoria Building, St Mary's Cathedral, the convict-built Hyde Park Barracks on Queens Square, Customs House on Circular Quay and the Sydney Opera House. The route crosses the city centre from harbour to harbour, linking colonial sandstone buildings with the waterfront views Sydney is known for.
- Durationabout 3 hours
- Walkingabout 68 min · 5.3 km
- Stops10
- LanguagesEnglish, German, French, Chinese
Riddles between Darling Harbour and Sydney Cove
Two queens, a dog and a dome
Each stop sets one riddle you solve by looking around: Queen Victoria appears twice on the route, at the Queen Victoria Building and again on Queens Square, and her dog Islay sits by a wishing well. Sharp eyes and a bit of logic do the work, with no Australian history needed.
Convicts, governors and a Danish architect
Every answer opens a chapter of Sydney's story: the barracks that Francis Greenway, himself a convict, designed for convicts, the first Government House whose foundations lie under the Museum of Sydney, and Jørn Utzon's competition win in 1957. With the audio narration on, you hear it all with Sydney Cove in front of you.
5.3 km across the CBD
Some 68 minutes of walking take you east across the city centre and down to Circular Quay, with Google Maps leading the way between sandstone and glass towers. The last stretch follows the harbour round to the Opera House and up into The Rocks.
Ferries, a flat white and a break
Nothing is timed, so you can stop for a flat white, watch the ferries come in at Circular Quay or finish another day. Arriving by train? Town Hall station puts you close to the third stop, and the app can start the game there.
See the route and attractions →
How it works
- Book online Choose the number of players. Your booking reference arrives by email straight away.
- Get the app Download the World City Trail app from the App Store or Google Play and enter your booking reference.
- Play when you like Start whenever you are ready, walk at your own pace and pause any time. No guide, no fixed schedule.
Who the harbour-to-harbour game is for
First-timers who want the whole harbour
In about 3 hours the game links Darling Harbour, the Victorian city centre, Circular Quay, the Opera House and the Harbour Bridge, the places most visitors have on their list. The riddles add the convict and colonial story behind them.
Families with sharp-eyed kids
Children like hunting for Islay the dog at the Queen Victoria Building, spotting the second Queen Victoria on Queens Square and gazing up at the white shells of the Opera House roof. Every team of youngsters needs one grown-up player.
Office teams from the CBD
Teams of up to 5 players, each on their own phone, can leave Darling Harbour a few minutes apart and meet in The Rocks at the end, where the old streets have no shortage of pubs. Apart from the tickets, nothing needs booking, as the game uses only public streets and forecourts.
Good to know
- Bring a charged smartphone with mobile data; a power bank helps.
- No entry tickets needed: everything happens outside the buildings. Going inside is optional and paid separately.
- Family friendly; children must be accompanied by an adult.
- Not suitable for wheelchair users and difficult with strollers.
- Teams of up to 5 work best; bigger groups split into several teams, one ticket per player.
- Every purchase helps support stray cats and dogs in Greece.


























Jen (verified owner) –
Loved it. Much fun walking to the sites and solving the clues. A great activity for school holidays with teenagers. We stopped to eat along the way a few times.
Isla-Hungary –
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Anthony-Germany –
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Zoey-Portugal –
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Scarlett-Slovakia –
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Connor-Germany –
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Henry-Italy –
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James-France –
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Emma-Estonia –
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Alex-Canada –
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Hazel-Switzerland –
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Robert-France –
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Brooklyn-Poland –
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Lucy-Belgium –
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Naomi-Germany –
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Isla-Germany –
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Claire-Latvia –
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Germany –
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It was such a great experience! The boat was amazing, same as the crew and the food. We had a wonderful view and enjoyed new years fireworks. The boat was not too full and we were literally in the first row! Super lovely!
Viviane– Australia –
Collected on GetYourGuide
Ce jeu nous permet de faire un circuit pour visiter Sydney. Très pratique pour se laisser guider à travers la ville à notre rythme.
United Kingdom –
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Most of activities were good bu the clock asked for incorrect awnser
Australia –
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So much fun
Australia –
Collected on GetYourGuide
Took us a the first one to understand what was going on, because we didn’t quite understand the instructions. (Our fault lol) We got the 2nd one correct verbally but spelt it wrong in the app, so that would be my only critique. Other than that, we know several people that would love this is as a gift! A great way to explore and get to know your city. Would do it again with a few of my smarty pants friends. Very enjoyable – well done.
MaryS –
Really good and nice activity! We explored the city of Sydney in a nice way. We walked a lot- we really like walking- and figured out together on how to solve the riddles. Not always easy, there are some riddles that are really challenging! Also it was very cheap. Nice idea !