Walking Tours Dawes Point

Take a Walk on the Dark Side.

Experience Sydney in a time of a war, when the Razor Gangs battled for supremacy, and the balance between good and evil sat on the finest point of the sharpest razor's edge.

• Enjoy a leisurely guided walking tour retracing the key events and places of Sydney's very own Razor Gang War.

• Peel back the curtain to reveal the bee's knees soap-opera-like lives of the most notorious and celebrated gangsters from Sydney's roaring 1920s and 1930s.

• Tread carefully through Razor Gang territory, exploring the untouched streets and alleyways of old, roamed by hatchet men that would not spill the beans...most of the time.

• Travel back to the high times of Sydney's old Speakeasy party scene, replete with button men, saps, molls and dolls.

• Book your ticket now for the Cat's Meow investigation into a dark, razor-sharp, and crime-ridden history.

Relive Sydney's Razor Gang era - a time of gangsters with larger than life personalities brutally engaged in the sharp edge of a fully-fledged gang war.

Experience the troubled tales of the city's most infamous gangsters and get a taste for what it was like living outside the law.

Meets at the front of the Darlinghurst Fire Station on Victoria Street (intersected with Kings Cross Rd and Craigend St); look for the famous Coca Cola billboard on the opposite side of the road.

...stories the city tried to forget...

Take a Walk on the Dark Side.

Experience Sydney in a time of a war, when the Razor Gangs battled for supremacy, and the balance between good and evil sat on the finest point of the sharpest razor's edge.

Enjoy a leisurely guided walking tour retracing the key events and places of Sydney's very own Razor Gang War. Peel back the curtain to reveal the bee's knees soap-opera-like lives of the most notorious and celebrated gangsters from Sydney's roaring 1920s and 1930s. Tread carefully through Razor Gang territory, exploring the untouched streets and alleyways of old, roamed by hatchet men that would not spill the beans...most of the time. Travel back to the high times of Sydney's old Speakeasy party scene, replete with button men, saps, molls and dolls. Book your ticket now for the Cat's Meow investigation into a dark, razor-sharp, and crime-ridden history.


Relive Sydney's Razor Gang era - a time of gangsters with larger than life personalities brutally engaged in the sharp edge of a fully-fledged gang war.
Experience the troubled tales of the city's most infamous gangsters and get a taste for what it was like living outside the law.
Meets at the front of the Darlinghurst Fire Station on Victoria Street (intersected with Kings Cross Rd and Craigend St); look for the famous Coca Cola billboard on the opposite side of the road.



...stories the city tried to forget...

Take a Walk on the Dark Side

Stroll the shoreline of Sydney Harbour, where beauty and brutality collide, and uncover the hidden secrets and mysteries that linger beneath its glittering surface.

Join us as we explore the shadows behind Sydney Harbour’s postcard perfection where every scenic view hides a sinister tale. 

• From Circular Quay to the Opera House, through the Botanic Gardens and beyond, follow the trail of crimes, mysteries, and scandals that once shocked the city.

• Discover how Sydney’s happiest playground also became the stage for its darkest tragedies.

• From razor gangs to serial killers, love quadrangles, missing lawyers, and a killer with a startling secret, every step reveals another twist in Sydney’s shadowed history.
  

• So, lace up your walking shoes and come stroll through a side of Sydney you’ve never seen before.
  

• Bookings Essential - Limited Spaces Available!
  

The Harbour is the jewel in Sydney's crown, yet it has witnessed all the foul deeds committed by its denizens of citizens. What appears to the outside world as a paradise is also populated by the wild, the wanting, and the tragic.

Experience its beauty, uncover its darkness… and walk away with stories you’ll never forget.

Meets at Circular Quay, between Circular Quay Train Station and Wharf 4.

...stories the harbour had thought drowned forever...

Take a Walk on the Dark Side
Stroll the shoreline of Sydney Harbour, where beauty and brutality collide, and uncover the hidden secrets and mysteries that linger beneath its glittering surface.
Join us as we explore the shadows behind Sydney Harbour’s postcard perfection where every scenic view hides a sinister tale.

From Circular Quay to the Opera House, through the Botanic Gardens and beyond, follow the trail of crimes, mysteries, and scandals that once shocked the city. Discover how Sydney’s happiest playground also became the stage for its darkest tragedies. From razor gangs to serial killers, love quadrangles, missing lawyers, and a killer with a startling secret, every step reveals another twist in Sydney’s shadowed history.
So, lace up your walking shoes and come stroll through a side of Sydney you’ve never seen before.
Bookings Essential - Limited Spaces Available!

The Harbour is the jewel in Sydney's crown, yet it has witnessed all the foul deeds committed by its denizens of citizens. What appears to the outside world as a paradise is also populated by the wild, the wanting, and the tragic.
Experience its beauty, uncover its darkness… and walk away with stories you’ll never forget.
Meets at Circular Quay, between Circular Quay Train Station and Wharf 4.
...stories the harbour had thought drowned forever...