Adventure Collective
Unraveling Sydney’s Dark Past: A Sex, Scandal & Murder Walking Tour in Darlinghurst - Sydney

Unraveling Sydney’s Dark Past: A Sex, Scandal & Murder Walking Tour in Darlinghurst

Sydneyeasy

Difficulty

easy

Duration

1.5–2 hours

Fitness Level

Suitable for all fitness levels; the tour is low impact but requires standing and walking in an urban setting.

Overview

Explore Sydney’s notorious Darlinghurst on a gripping walking tour through sites of scandal, murder, and vice. Discover untold stories and dark history in this immersive urban adventure.

Surry Hills, New South Wales

Darlinghurst: Sex, Scandal & Murder Walking Tour

Parental guidance • Up To 2 Hours • Explore Australia’s most notorious suburb!

Walking Tour

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About This Adventure

Embark on a thrilling journey through Darlinghurst, Sydney's notorious historical neighborhood, where crime and mystery intertwine. Explore chilling murder sites, hear tales of infamous vice queens, and uncover the dark past of razor gangs. This immersive tour reveals hidden stories and architectural beauty, concluding at the unique Kinselas Hotel.

Explore murder, myth and mystery in Sydney's most eerie and sinful historical neighbourhood

Duration

Up To 2 Hours

Age

Mature themes. Parental discretion is advised.

About your adventure

Darlinghurst is one of Australia’s oldest and most notorious inner-city suburbs. Most people know it for Oxford Street, the Sydney LGBT Mardi Gras and the bars and nightclubs, but beyond that, it is shrouded in mystery. For much of its history, Darlinghurst was synonymous with sex, drugs and murder. Known as Razorhurst in the roaring 1920s, it was the centre of the violent razor gang wars. For over 100 years, the alleys and laneways teemed with prostitutes, dope dealers, and thugs. If the walls of the old corner pubs could speak, the stories they could tell would send shivers down your spine.

This tour will turn whispered myths and legends into reality.

What You Can Also Expect On This Tour

You will explore the mysterious back lanes, alleys and streets while...

  • Investigating the historical crime scenes of several horrifying murders, including ‘The Mutilator’ murders of the 1960s, committed by William Macdonald, arguably Australia's most disturbed serial killer. In each case, the narrative will develop as you walk from location to location. View real crime scene photos.

  • Stand before the old homes of Sydney’s infamous vice queens, Kate Leigh and Tilly Devine.

  • Stroll along the battlegrounds of the old push gangs (1880s-1910s), razor gangs (1920s-1930s) and the heroin gangs of the Blue Murder series (1970s to 1990s).

  • Discover the lost history of the segregated African American soldiers during World War Two and see where their hip jazz and swing clubs once stood.

  • See the original ""Little Italy.""

  • See the old streets, lanes, parks and brothels where Sydney's sex markets operated for over 100 years.

  • Experience the old Darlinghurst gaol where several of the characters introduced in the tour where “hurled into eternity” on the end of a rope.

  • See the old beats and hook up spots, including ‘the wall’ where the rent boys were once found.

  • And learn about crime and punishment on the streets from the tough old cops like Roger Rogerson and Bumper Farrell.

You will also be introduced to exquisite Victorian and Edwardian architecture and style and enter and explore the peaceful Hayden Lane community garden (and learn of its incredible past).

It will finish at Kinselas Hotel on the world famous Taylor Square (minutes from buses and trains) set in a 1930s funeral parlour. Come in for refreshments, lunch and explore Oxford Street after.

Kinselas Hotel

It will finish at Kinselas Hotel on the world famous Taylor Square (minutes from buses and trains) set in a 1930s funeral parlour. Come in for refreshments, lunch and explore Oxford Street after.

What to bring?

We recommend you bring the following items:

  • Sunscreen
  • A hat
  • Comfortable closed shoes
  • A bottle of cold water
  • Wet weather gear (if rain is forecast)
  • A torch is recommended for night tours

Adventure Tips

Wear Comfortable Shoes

The tour involves walking on uneven city streets for up to two hours, so sturdy, comfortable shoes are essential.

Mind Your Surroundings

Stay aware of busy urban traffic and pedestrian zones during the tour for a safe experience.

Bring a Light Jacket

Evening or early tours can get chilly; layering ensures comfort throughout.

Book in Advance

Tours can fill quickly, especially on weekends—secure your spot ahead of time.

Local Insights

Wildlife

  • Urban bird species like Australian magpies
  • Occasional possums at dusk in quieter streets

History

Darlinghurst was a hotspot for Sydney’s razor gang violence in the early 20th century, shaping its notorious reputation.

Conservation

Tours promote respect for historic sites by adhering to local preservation guidelines and minimizing environmental impact in urban settings.

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Adventure Hotspots in Sydney

Frequently Asked Questions

Recommended Gear

Comfortable Walking Shoes

Essential

Necessary for navigating city streets comfortably throughout the tour.

Light Jacket or Layered Clothing

Essential

Keeps you warm during cooler evening tours.

fall specific

Water Bottle

Stay hydrated during warmer months as the tour happens outdoors.

summer specific

Smartphone or Camera

Capture unique sights and memorable moments during the walk.