Melbourne: Gangsters, Brothels and Lolly Shops Tour

If you’re curious about the darker corners of Melbourne’s history, the Gangsters, Brothels and Lolly Shops Tour from Melbourne Historical Crime Tours promises an intriguing peek into the city’s past from the 1850s through the 1940s. This two-hour walk isn’t just a stroll through old streets; it’s a journey into the stories of women running underground businesses, notorious gangsters, and the clandestine activities that once thrived in Melbourne’s infamous district known as Little Lon.

What makes this tour stand out are its knowledgeable guides, the authentic storytelling, and the chance to stand outside historic buildings that once hosted everything from sly grog shops to cocaine cafes. At only $33 per person, it offers an accessible way to understand Melbourne’s more colorful, sometimes gritty, history.

However, as with any walking tour focused on such a vivid past, it’s good to come prepared with comfortable footwear and weather-appropriate clothing. The tour involves some walking through outdoor laneways and alleyways, so expect a bit of exposure to the elements. This experience is especially suited for history buffs, crime enthusiasts, or anyone interested in Melbourne’s lesser-known stories. If you’re after a straightforward sightseeing tour, this might not be the best fit, but for those craving tales of crime and redemption, it hits the mark.

Key Points

• Authentic storytelling: Delivered by expert guide Michael Shelford, whose passion and detailed knowledge bring Melbourne’s underworld to life.
• Historical sites: You’ll visit old brothels, opium dens, and the last remaining cottage in Melbourne’s back lanes.
• Unique stories: Learn about women who ran the district, gangs like Squizzy Taylor, and crime syndicates like The Combine.
• Affordability: At just $33, it offers excellent value for a detailed, guided history walk.
• Accessible: The tour is wheelchair friendly and suitable for most mobility levels.
• Eye-opening insights: Real stories of shootings, bombings, and underground crime that shaped Melbourne’s past.

You can check availability for your dates here:

A Closer Look at the Experience

Meeting Point and Logistics

The tour starts at 282 Exhibition Street, right outside the Coopers Inn Hotel, which is a convenient central location. If you’re running late, just look for the small paved park across the lane — your fellow curious explorers will likely be there, waiting for the adventure to start. The tour is scheduled in both morning and evening slots, giving flexibility for different plans, and lasts approximately two hours.

What to Expect During the Tour

From the moment you set off, you’re transported back to the era when Melbourne’s Little Lon was a hub of illicit activity. The tour takes you through the streets and alleys of this historic district, where the stories of women running brothels and gangsters battling police unfold in vivid detail.

Key stops include:

• Outside the former home of Squizzy Taylor, one of Australia’s most notorious gangsters, giving you a tangible connection to Melbourne’s criminal lore.
• Buildings that once housed ‘houses of ill-fame,’ giving a sense of the scale and complexity of the red-light district.
• Former opium dens and cocaine cafes, where you’ll learn about the characters who spent their nights in these secretive venues.
• The last remaining single-storey cottage in Melbourne’s back lanes, offering a rare glimpse into humble, everyday life amid the chaos.

Throughout the walk, Michael Shelford peppers his commentary with captivating stories, such as how women fiercely fought to maintain control over their establishments against gangsters like Squizzy Taylor, and how crime syndicates like The Combine operated with all-female leadership.

Authentic Details and Hidden Stories

Based on reviews from past participants, the tour excels at revealing hidden details and little-known facts. For example, one reviewer mentioned Michael’s “amazing knowledge” and detailed storytelling, which made each stop more engaging. Another noted the “fascinating stories of shootings, bombings, and robberies,” illustrating the dangerous world these characters navigated daily.

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The Value of the Tour

At $33, this tour offers an affordable dive into a lesser-seen side of Melbourne. Compared to many other city tours, the price reflects the quality of storytelling and the access to historic sites that are often overlooked. The inclusion of a free photo booklet with images of the characters featured on the tour adds a nice touch, helping you visualize the faces behind the stories.

Practical Tips for Participants

• Wear comfortable shoes — the walking involved covers outdoor and uneven surfaces.
• Bring sunscreen or rain protection depending on the weather forecast.
• Arrive a few minutes early to ensure you’re ready at the start point.
• The tour is wheelchair accessible, making it inclusive for most visitors.
• If you’re a history lover or intrigued by crime stories, this experience is likely to be especially satisfying.

Why This Tour Works

What makes this experience particularly compelling is how it balances entertaining storytelling with educational content. You’re not just listening to dry facts; you’re hearing about real people, their struggles, and their daring exploits. The stories of women who ran the district and challenged gangsters lend a surprising note of resilience and independence, which adds depth to the historical narrative.

The local expert guide ensures that each story is well-researched and delivered with passion. Reviewers like Brendan and Samantha praised Michael’s “well-researched” anecdotes and his ability to make history engaging and fun. It’s clear that this tour is designed to be both informative and entertaining, making it ideal for those who want to learn about Melbourne’s past without feeling overwhelmed by too much detail.

Who Should Book This Tour?

This experience is perfect for travelers who:

• Want a unique perspective on Melbourne’s history that goes beyond the usual sights.
• Appreciate stories of crime, underground activity, and resilience.
• Are looking for an affordable, guided walk that offers a lot of historical insight.
• Enjoy walking tours with a lively narration delivered by passionate guides.
• Value authentic, behind-the-scenes stories that you won’t find in standard guidebooks.

It may not be suitable if you prefer interior visits or are traveling with very young children who may not be interested in crime stories. Also, keep in mind that it’s an outdoor experience, so weather can influence your comfort.

FAQs

How long is the tour?
The tour lasts around 2 hours, giving you enough time to soak in the stories without feeling rushed.

Where does the tour start?
It begins at 282 Exhibition Street, outside the Coopers Inn Hotel, which is centrally located.

Is the tour wheelchair accessible?
Yes, the tour is wheelchair friendly, allowing most travelers to participate comfortably.

What should I wear?
Comfortable walking shoes are recommended, along with weather-appropriate clothing like sunscreen or rain gear.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund.

What’s included in the ticket price?
The main inclusion is the guided walk, along with a free booklet featuring photos of the characters discussed.

Is this tour suitable for children?
While not specifically limited, the mature themes and focus on crime stories may be better suited for older teens and adults.

Is the guide knowledgeable?
Absolutely. Reviewers consistently praise Michael Shelford’s extensive knowledge, engaging style, and passion for Melbourne’s crime history.

Will I see actual historical buildings?
Yes, you’ll stop outside and view several buildings that once housed brothels, opium dens, and other notorious venues.

Final Thoughts

For those interested in Melbourne’s darker, more intriguing past, this tour offers a well-rounded, engaging experience. It combines historical facts, compelling stories, and authentic sites to bring the city’s underground world to life. The price point makes it accessible, and the expert narration ensures you’ll come away with a deeper understanding of how crime, resilience, and female entrepreneurs shaped Melbourne’s evolution.

This experience is best suited for history buffs, crime enthusiasts, and curious travelers wanting a more nuanced view of Melbourne. If you’re after a fun, educational stroll that reveals the city’s hidden stories, this tour should be on your list.

In summary, the Melbourne Gangsters, Brothels and Lolly Shops Tour offers a captivating snapshot of a colorful chapter in Melbourne’s history. It balances affordability, authenticity, and storytelling skill, making it an excellent choice for those keen to explore Melbourne’s lesser-known past — with plenty of stories that are sure to entertain and inform.

You can check availability for your dates here: