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Step into Melbourne’s past on this two-hour guided walking tour through the heart of the city. From riverside beginnings to laneways, libraries and gaols, this tour uncovers the stories that shaped Melbourne — and the ones history books often leave out.
The tour begins at the site where the Yarra River’s original waterfall once marked the divide between fresh and salt water. This was a place of deep cultural importance to the Wurundjeri people, and later, where European settlers made their first steps inland. From there, the group moves through the city’s laneways, past iconic buildings, protest sites, and landmarks of immigration, ambition, injustice and reform. You’ll stop at the site of the city’s original morgue, cross Princes Bridge with views of the area once known as Canvas Town, and trace the footsteps of migrants, bushrangers, workers and early reformers.
Alongside architectural highlights and unexpected details, the tour explores the lives of those who helped shape the city — from families in makeshift gold rush camps to people imprisoned for petty crimes, from factory workers to those fighting for a better Melbourne. You’ll also hear stories of political unrest, shifting neighbourhoods, and cultural contributions that helped define the city’s identity.
This is a small-group experience, led by a knowledgeable guide who brings the past to life through storytelling and conversation. With no more than ten guests per tour, it’s a relaxed, personal way to explore Melbourne’s complex and surprising history.
The tour lasts around two hours and begins on the steps of the Immigration Museum on Flinders Street, finishing outside the Old Melbourne Gaol on Russell Street. The route is mostly flat and on paved city streets, with regular stops for stories, photos, and questions.
Guests are encouraged to wear comfortable walking shoes and dress for the weather. Tours run in rain or shine unless conditions are deemed unsafe, and your guide will ensure the group is well looked after.
Whether you’re visiting for the first time or rediscovering your own city, this tour offers a new perspective on Melbourne and the stories woven through its streets.
Private tours are available for schools, conferences, and corporate groups. Please contact us to learn more or request a customised experience.
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Very comfy transport in a Mercedes van with our own personal tour guide! On arrival at the homestead we could have a look around then had a lovely Devonshire tea prior to the actual tour starting. You join the "Living Legends" tour with loads of carrots and .buggy transport if needed. Otherwise it is an easy walk from paddock to paddock engaging with the likes of Apache Cat, Brew(almost 30!),The Cleaner, Bohemeth amongst many others!
If you have a love for horses it is a hoot. All questions can be answered by either Jess or the Legends tour guide. We thoroughly enjoyed it and came away with some great pics. Our bonus was meeting the delightful Kate(volunteer) and her Rottweiler who offered her assistance in calling Bohemeth to the fence. He and many of the others come for the dog experience and her liquorice!!!!
On completion of the tour Jess returned us to the city and even dropped us off in an area that we requested. We would have no hesitation in recommending Jess and her tour company for this and any of the other tours that sounded great.


Informed. A great time for a novice visitor and her Aussie friends.




We could not fault the tour Jess's efforts and knowledge that she passed on to two older Australians already well versed on our history. We learnt a lot.
Jess was a safe driver and always prompt
Jess also gave us space for our own appropriate amount of time without prompting.
Well done Jess




A relaxing day with a beautiful lunch provided.
Our guide was friendly and it was a lovely way to spend time reconnecting with friends after so long. Lots of laughs and drinks. We honestly didn’t want to come home.
I couldn’t recommend this tour more highly.








We found our host/driver to be Fun, Informative and Friendly.
The tour is very relaxed and casual with little time pressures to keep moving on.
We were disappointed that we couldn’t get into the band rooms at the Corner Hotel, Richmond and the Gershwin Room at the Espy, St Kilda for a behind the scenes look.


