Sydney’s newest and most exciting historical walking tour!

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$ 45


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Come with us as we part the veil of time and re-live the dramas of the 1870s to the 1930s. Professional actors will transport you back in time to the everyday lives of Sydney’s larrikins, Push Gangs, peacemakers, revolutionaries, and even a chocolatier. Our tours do more than 'point and look' because at Walking Sydney we bring history to life!

In line with the great traditions of bush poetry and the best of storytelling we tell tales tall and true: engrossing, poignant, funny & most of all, entertaining

Sydney has a rough, colourful and riotous history. Australia Day weekend is the perfect time to combine some history with your Australia Day long weekend. 

Hear about how rapid the pace of change has been since colonisation and see the changes for yourself. We hope to leave you with a sense of how the threads of the past weave into our present culture, language and world view. We seek to honour the legacy of those who have created this great city but not in ways you might expect....

The Bloke: Walk a mile with Jack Delany who tramped with the legions of men along the desperate Hungry Mile. Listen as he reveals forgotten truths about what people do when times get tough.

The Larrikin: Safely traverse the ‘terrors of the Cut’ as we meet a flashy larrikin and find out what really happened when the Larrikins of the Push extended their hospitality to the Bastard from the Bush.

Walking Sydney                                                                                                                                            

Walking Sydney specialises in interpretive history. Our historical walking tours include short performances along the way. The route showcases Sydney’s oldest neighbourhood and takes people along the Hungry Mile, Barangaroo and Millers Point.

The Bloke & The Larrikin                                                                                                                                                          

This tour takes people back to the 1870s and the 1930s. On this tour people will see a performance of The Larrikin and be taken back to Sydney & The Rocks in the 1870s. They’ll hear about the Push Gangs, riots and smuggling. They will also see a performance of The Bloke and learn about the Hungry Mile and the building of the Sydney Harbour Bridge.

Tour Inclusions

  • 2 hours walking tour at an easy pace
  • 2 original performances
  • There are lifts as an alternative to steep stairs which characterise the area
  • Great and unique views of iconic Sydney & The Rocks
  • Hear amazing stories from 1790 through to 1930s.
  • See wonderful photos and paintings that set the historical scene allowing for comparison between now and then
  • A complimentary drink & tour of the heritage listed cellar at the Hero of Waterloo Hotel in Miller’s Point

The route showcases Sydney’s oldest neighbourhood and takes people along the Hungry Mile, Barangaroo and Millers Point.

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