Convicts and The Rocks: Sydney's Walking Tour Led by Historian | La Vacanza Travel

Convicts and The Rocks: Sydney's Walking Tour Led by Historian

Duration: 2 hours 30 minutes
Destination: Australia, New South Wales, Sydney

Check Availability

  • 2 hours 30 minutes
  • Sydney
  • E-Voucher
  • Lowest Price
  • Not-Cancellable


Expect fascinating history, delivered with energy and insight on a walking exploration of Sydney's colonial birthplace: The Rocks. Together your group will uncover the scallywag stories of convicts, soldiers, sailors, rum & rebellions. This tour is led by vibrant historians who share their passion for the past through great storytelling, visual imagery and extensive research.

Before reaching the narrow alleyways & hidden ruins of The Rocks district, you’ll enter inside Sydney’s historical Customs House & discover the colonial relics at Macquarie Place.

In The Rocks your guide will bring to life the convicts, craftsmen & cut-throats littered throughout its early history. You'll also venture below street level to discover a sandstone cellar connected to Sydney's gold-rush era.

After getting lost in the area's rich history this tour finishes in the heart of The Rocks surrounded by heritage pubs, cafes, boutique shopping, art galleries & the local market on Saturdays. Welcome aboard!

This is a typical itinerary for this product

Stop At: Journey Walks, Sydney Customs House 31 Alfred St, Sydney, New South Wales 2000 Australia

Meet you guide at our Journey Walks starting point in front of Customs House at Circular Quay for an introduction. Your guide will be located on right hand side of the building if facing the entrance with a CONVICT HISTORY tour folder.

Duration: 10 minutes

Stop At: Sydney Customs House 31 Alfred St Circular Quay, Sydney, New South Wales 2000 Australia

Begin your journey by unraveling the elaborate sandstone facade of Sydney Customs House — the gateway for people and goods arriving by ship into Sydney through the 19th & 20th Century.
Then enter inside Customs House see a unique model of the entire city including Circular Quay and The Rocks in miniature (scale 1:500) below your feet as your guide illustrates the forming of the natural harbour and the urban settlement of Sydney.

Duration: 10 minutes

Stop At: Macquarie Place Park, Bridge Street, Sydney, New South Wales Australia

Discover the hidden and forgotten relics found in Macquarie Place including the underground Edwardian lavatory, the First Fleet anchor and the Obelisk of distances — Sydney's first public monument designed and built by convicts for the Governor of NSW.

Duration: 20 minutes

Stop At: Tank Stream Fountain, 5010 Herald Square, Sydney, New South Wales 2000 Australia

Uncover the secrets of Sydney's original fresh water source, now hidden below your feet. The Tank stream not only helped Sydney's convict colony survive but it was one of the main reasons this cove was chosen as the site of Australia's first penal settlement

Duration: 10 minutes

Stop At: The Rocks, Sydney, New South Wales 2000 Australia

In The Rocks you'll find yourself wandering though back alleys and along cobbled lanes, passing some of the oldest pubs and houses in Sydney and getting lost in the stories of convicts, sailors and street gangs who occupied and worked in the area. Your guide will lead you to hidden sandstone ruins, old slums and underground cellars turned speak easy bars. The Rocks area is full of character, quirks and surprises.

Duration: 1 hour 20 minutes

Stop At: The Argyle, 18 Argyle Street The Rocks, Sydney, New South Wales 2000 Australia

Finish your tour in the heart of The Rocks nearby the Argyle Stores surrounded by historic pubs, converted storehouses, shops, cafes, and beer gardens

Duration: 10 minutes

  • A local Sydney crime historian as your tour guide
  • 2.5 hour walking tour covering approximately 20 historic sites and stories
  • Tour finishes in the heart of The Rocks beside historic pubs and cafes with local recommendations
  • A visit inside Customs House to discover scale model of Sydney from above
  • A visual folder with historic imagery, maps and portraits of the area presented by your guide
  • Entry/Admission - The Argyle
  • Entry/Admission - Customs House
  • Entry/Admission - Macquarie Place Park

  • Food is not included on this tour, but your tour guide will have fantastic local recommendations
  • Gratuities
  • We continue our tours in all weather conditions so please dress accordingly. Umbrella's are a good idea if wet weather seems likely.
  • Due to the layout of The Rocks, some stairs are unavoidable at certain points along the way, but majority of the route follows flat terrain.
  • Anyone requiring special assistance is kindly asked to make contact with your local operator in advance.
  • Aboriginal and Torres Strait Islanders are advised that this tour may include the names and images of people who are now deceased.
  • Your guide is a native English speaker and will carry tour folder with A3 size images to help illustrate the area's past
  • Groups are kept small (10 person maximum) and we encourage questions and interaction.
  • Not wheelchair accessible
  • Near public transportation
  • No heart problems or other serious medical conditions
  • Most travelers can participate
  • Your guide will ensure that Covid-safe social distancing measures and a contact free policy is in place throughout the tour
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 15 travelers
  • Confirmation will be received at time of booking
Departure Point

Customs House, 31 Alfred St, Sydney NSW 2000, Australia

Departure Time

10:30 AM

Return Details

Endeavour Tap Rooms, 39/43 Argyle St, The Rocks NSW 2000, Australia

Voucher info

You can present either a paper or an electronic voucher for this activity.


2 hours 30 minutes

User's Reviews


03 Jun, 2023

Peter was extremely knowledgeable, warm and personable. He showed us special places we would not have found on our own.


27 May, 2023

My mum and sister and I went on an incredible tour with Max today. All through the Rocks, was a fantastic day. Max is sure is very talented knows everything there is to know and is wonderful telling the all the information and stories. Highly recommended. We can’t wait to do our next tour with journey walks. Thank you Max for a great day of learning so much about Sydney


20 May, 2023

Very interesting and information filled tour. We had been walking through The Rock for days and missed so much that this your showed us. Guide was super friendly and knowledgeable. We discovered a great place for lunch after the tour too! Highly recommend!


14 May, 2023

Outstanding morning. Max was so knowledgeable and delivered the tour content in such an enthusiastic and interesting way. Couldn't recommend the tour highly enough Gary and Nikki


14 May, 2023

Max was a fantastic guide, knowledgeable and friendly. Very engaged with the group. We could tell he enjoyed teaching asked some great questions and answered all of ours.

User's Picture Gallery


Could not have been better.


Convict Tour Sydney


Passionate, great storytelling


Great experience!


Enjoyable tour conducted by historian!


Highly recommended - Max took us to parts of The Rocks that we’d never seen


Extremely knowledgeable guide with interesting facts


Great historical walking tour




Exceptional walking tour!


Really interesting and great guide


The team loved it!


Gorgeous sunny day spent with April from Journey Walks.


Sydney Rocks walking tour;- Brilliant!!


One of the best history walking tours we have done.


Fantastic tour with loads of interesting history


Passion, Brilliance and History!


Sydney’s Convict Colony - The Rocks Walking Tour


A Brilliant History Tour


Max Brings Sydney History to Life


Fascinating stories from a great guide


A truly insightful experience that...


Outstanding Tour


Similar Packages

Other Populars

Some popular Sightseeing Tours, Activities, Hotels and Holiday Packages.

Australia - SightSeeing Tours and Activities View All

Sydney - Where To Stay View All

Sydney - Holiday Packages View All

Sydney - Top Tourist Attractions View All