easy
2.5 hours
Suitable for most fitness levels; the walk includes staircases and some uneven cobblestones requiring good balance.
Walk the storied lanes of Sydney’s Rocks district with Journey Walks. Uncover convict legacies, hidden ruins, and rugged colonial tales on this 2.5-hour history tour.
Ages 12+ • 2.5 hours • Historian Guide • Over 1000 five star reviews • Small tour (max 15 guests)
Embark on a captivating 2.5-hour walking tour through Sydney's historic Rocks district, where tales of convicts, colonists, and rum come alive. Led by engaging local historians, uncover hidden alleyways, ancient ruins, and the secrets of the first settlement. Experience history like never before, filled with humor and intriguing stories.
Minimum booking of 2 required to unlock single bookings
2.5 Hours
Fascinating history, delivered with energy and insight as we uncover the scallywag stories of convicts, colonists, soldiers, sailors, larrikins, legends, rum and rebellions!
Once upon a time (not so long ago), a bizarre colonial experiment took place on the rocky shores of Sydney’s ancient Indigenous harbour. Thousands of miles from home, England’s banished thieves were locked in a prison with ocean walls; forced to find food and cut through stone.
Defying the odds, their shanty camp survived and grew—clutching to life on the banks of a freshwater stream. Gardens were grown, goods were traded & rum soon ranked as both currency & cure.
As centuries changed, The Rocks was carved into cottages and corridors. Scallywags sailed into shore. Larrikins lurked in the laneways & many a clever convict swapped their chains for riches.
Journey Walks invites you to share a part in this remarkable story. This tour will keep your ears pricked, your eyes open and your passion for the past brought to life.
This tour is led by local historians who specialises in storytelling and guiding groups through time and space. Expect history with a sense of humour and the kind of juicy detail that bring the past back to life.
While focussed on The Rocks district, your Journey Walk will include important relics and remains around Circular Quay such as those tucked away at Macquarie Place and hidden beneath the foreshore of Sydney’s original Cove— you will also venture inside Customs House to discover what’s hiding under its glass floor. In The Rocks, expect hidden cobblestone alleyways, charming sandstone ruins, historic pubs and heritage protected houses that make up Sydney’s most infamous historical quarter.
This tour is not recommended for children under 12 years of age as it involves adult content and ends at a pub in The Rocks.
While mostly on flat ground, several staircases are included in our walk due to the layout of The Rocks and thus the tour requires an ability to ascend and descend these flights. It is also important that guests are able to maintain their balance on cobbled surfaces, over grass and on sloped ground. Unfortunately these factors (especially the stairs) prevent easy access for those with strollers or wheelchairs — making the tour unsuitable for those with limited mobility.
A good level of English is recommended for this tour as the historic content will be brought to life through detailed stories and information (this is a talking tour just as much as a walking tour) and is currently not available in any other languages.
The route covers cobblestones and some stairs, so good footwear helps with stability and comfort.
Stay hydrated during the 2.5-hour tour, especially in warmer months.
Meeting point is outside Customs House—arriving 5-10 minutes early ensures a timely start.
The tour features adult-themed stories and a walking pace that may be challenging for young kids.
Sydney’s Rocks was Australia’s first European settlement, originally established as a penal colony in 1788, marking a complex chapter of colonial history that shaped the nation.
Preservation efforts focus on maintaining the area's historic sandstone architecture and protecting archaeological relics while balancing urban development.
Protect your feet on uneven cobblestones and stairs throughout the tour.
Stay hydrated during your 2.5-hour outdoor experience.
summer|spring|fall specific
Protect yourself from sun exposure during daytime tours.
summer|spring specific
Be prepared for occasional showers common in shoulder seasons.
spring|fall specific