Journey Walks

Step into Sydney’s scandalous past with immersive tours and events that bring to life the convict colony, street gangs, and underworld crime stories of The Rocks.

Take a walk on the wild side of history with these captivating tours and events that reimagine Sydney’s convict era and colonial underworld through immersive storytelling and interactive experiences. From gritty tales of crime and punishment to hidden bars inside heritage buildings, each event animates the past with dramatic flair.

These narrative-led experiences explore Sydney’s 19th-century history, revealing colourful characters, street gangs, opium dens, gambling haunts, and unsolved mysteries. Guests can enjoy a drink where convicts once served time — sandstone cellars turned whisky bars, cocktail lounges in old police cells, and Australia’s oldest colonial pubs.

Whether you're planning a team-building event, educational excursion, or just love a good crime story, these walking tours and pop-up experiences are fully customisable for public or private groups.

Signature Tours Include:

• Sydney’s Convict Colony – Explore the foundations of the penal settlement.
• Murders on The Rocks – Discover crime scenes and true stories of 19th-century mayhem.
• Mysteries of Millers Point – Unveil hidden stories of this historic neighbourhood.
• Cocktails and Crime Stories – Sip drinks while hearing tales of the Rocks' seedy past.

Unique Events Include:

• Gin City: Sin City at Frank Mac’s – Gin, gossip, and the gritty underworld.
• Cold Ales & Crime Tales at the Australian Heritage Hotel – Pub history meets true crime.
• Whiskies & Mysteries at The Doss House – Whisky tastings with a side of suspense.

Uncover the tales, trails, and tastes that shaped historic Sydney—all while enjoying world-class drinks in unforgettable locations.