Journey Walks are expert-led Sydney explorations that bring the past to life. Our professional team of guide-historians specialise in storytelling and uncovering the strange and often sinister secrets of this fascinating city: from convict to contemporary times.
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PRIMARY TOURS
PUBLIC TOUR: EXPLORE THE NOTORIOUS BEGINNINGS OF OLD SYDNEY TOWN
SYDNEY’S CONVICT COLONY
THE INCREDIBLE STORY BEHIND SYDNEY’S ORIGINAL SETTLEMENT OF RUM, RASCALS AND THE ROCKS
$54 pp — 2.5 hours — 10:30am start — Historian Guide — Over 1000 five star reviews — Small group tour (max. 15 guests)
KINGS CROSS
KINGS, QUEENS & CLUBS OF THE CROSS
The notorious story of glamour, gangsters, showgirls, bohemia, brothels, cut-throats, corruption, clubs, neon, nightmares, murders, mysteries & martinis that came to define The Cross.
$58 pp — 2.5 Hours — Ends at Kings Cross Hotel
SURRY HILLS
GANGSTERS, GIRLS & GROG
The story of the female mob bosses & razor gangs who ruled Sydney’s underworld of the 1920s — 30s.
$58 pp — 2.5 hours — 2:30pm start — Ends on Crown St
PADDINGTON
ONCE UPON A TIME & CRIME IN PADDINGTON
A twisted true crime tour that takes on Paddington’s peculiar past and sinister stories.
Crime, Culture & Architecture
$58 pp — 2.5 hours — 11:00am start — Ends on Oxford Street
SYDNEY CBD LANEWAYS
SECRETS AND SCULPTURES OF THE CITY
An urban odyssey that investigates art, icons and architecture through the city’s historic centre to reveal the strange stories behind sculptures and structures.
$58 pp — 2.5 Hours — Starting at Town Hall Steps
SPECIAL TOURS IN COLLABORATION WITH THE PADDO COLLECTIVE
Explore the terraced lined streets of Paddington with new eyes as we uncover strange and often sinister stories from its long and chequered history.
Hosted by Sydney historian Max Burns-McRuvie, this unique walking tour will uncover notorious local crimes, eccentric architecture, colourful characters and forgotten stories of murder and mystery. Our tour route will also weave together Paddington’s past and present as we take in its vibrant contemporary atmosphere as a colourful village full of culture and cafes.
Sundays; 1 February, 8 March, 12 April & 3 May 2026
