At Walking Sydney we pride ourselves on offering the best cultural walking tour in Sydney as we take guests back in time so they can see how the great Aussie spirit was forged. 

On The Rocks Tour with ‘The Bloke & The Larrikin’ you’ll meet two characters:

  • Jack Delany is a Bloke (earthy and genuine working class man) from the 1930s during the Great Depression.
  • A Larrakin, a gang member from 1870s

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. Hear about the building of Sydney’s Harbour Bridge.

Larrikins are 1870s gang members, known for their quick wit, quick tempers and fast fingers! 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 (a gang) extended their hospitality to the Bastard from the Bush.

This Sydney walking tour starts at Wynyard Park and takes you along the Hungry Mile, through Sydney's first and oldest neighbourhood -  Millers Point - and then to Argyle Place and 'The Cut'.

This historical walking tour also includes a tour of the cellar & tunnel at the heritage listed Hero of Waterloo Hotel. A complimentary drink is served at the end of the tour.  

*Please note that tours may be rescheduled if there are not at least 6 people booked on a tour. 


Minimum age requirement:

Price (Per Person):

Tour times:
Tours are an easy walk for 2 hours and leave right on time at 9:30am and 1pm. During summer we offer a twilight tour at 4.30pm. Please arrive at least 10 minutes early and present your ticket.

Meeting point:
You can find us at the JD Lang Statue in Wynyard Park at Wynyard train station Exit 4. Our friendly tour guide will meet you there, just look for the Walking Sydney sign with our logo.

What to wear?
Come prepared! Wear comfortable walking shoes, wear a hat & sunblock and bring some water. This is an all-weather walking tour; if it rains after the tour starts, a poncho would be provided. For more information check our FAQ page here.