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.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2.5 hours
Fitness Level
Suitable for most fitness levels; the walk includes staircases and some uneven cobblestones requiring good balance.
Wildlife
History
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.
Conservation
Preservation efforts focus on maintaining the area's historic sandstone architecture and protecting archaeological relics while balancing urban development.
Journey Walks
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.
Journey Walks is a Sydney-based walking tour company offering immersive, story-driven tours across central Sydney neighbourhoods. The business specialises in 2.5-hour guided walks that explore local history, architecture, true crime and urban culture. Signature tours include "GANGSTERS, GIRLS & GROG IN OLD SURRY HILLS", an exploration of rival female mob bosses and Surry Hills' gritty past; "URBAN ODYSSEY: HIDDEN HISTORY, ART AND ARCHITECTURE", which begins with a complimentary drink and uncovers laneways and opulent buildings; "KINGS, QUEENS AND CLUBS OF THE CROSS", a sunset stroll through Kings Cross’ bohemian and neon heritage; "ONCE UPON A TIME & CRIME IN PADDINGTON - A TWISTED TRUE CRIME EXPLORATION", a small-group investigation of hidden pubs and secret spots; "SYDNEY’S CONVICT COLONY – A WALKING HISTORY TOUR OF THE ROCKS", led by engaging local historians through alleys, ruins and colonial stories; and special events produced in collaboration with The Historyteller Max Burns-McRuvie that combine food, drink and heritage in historic venues.
Journey Walks operates with experienced local guides and historians who present well-researched, sourced narratives and prioritise guest safety and respectful heritage interpretation. Several tours are structured for small groups to enhance engagement and provenance. The company focuses on factual storytelling, site-based interpretation and accessible routes suitable for most walkers. Booking information, schedules and group options are available online; tours depart from central Sydney meeting points listed per experience. Journey Walks aims to connect visitors and residents with the layered social history of Sydney through guided walking experiences that are both educational and entertaining. Tours run year-round with weather considerations.
Location
Sydney, NSW
Based in central Sydney
Typical Duration
2.5 hours
Most walks last 2.5 hours
Small Groups
Small-group options
Personalized, intimate experiences
Tours Offered
6 distinct tours
History, crime, culture and events
Secure spots on small-group history and true-crime walks — easy online booking and clear meeting details.
Wear sturdy, comfortable shoes
The route covers cobblestones and some stairs, so good footwear helps with stability and comfort.
Bring a water bottle
Stay hydrated during the 2.5-hour tour, especially in warmer months.
Arrive early for check-in
Meeting point is outside Customs House—arriving 5-10 minutes early ensures a timely start.
Not recommended for children under 12
The tour features adult-themed stories and a walking pace that may be challenging for young kids.
Comfortable walking shoes
Protect your feet on uneven cobblestones and stairs throughout the tour.
Water bottle
Stay hydrated during your 2.5-hour outdoor experience.
summer|spring|fall
Sunscreen and hat
Protect yourself from sun exposure during daytime tours.
summer|spring
Light rain jacket or umbrella
Be prepared for occasional showers common in shoulder seasons.
spring|fall