The Classic Rocks Historical Guided Tour

Stroll through Sydney’s oldest neighbourhood, home to historical sites, restored colonial architecture and Sydney’s oldest pubs. Visit the place where the First Fleet came ashore and learn about these tough men and women who forged new lives through the adversity and starvation that the new colony was facing.

Hear about former convicts who became great men, and by contrast the cruel and corrupt methods of the military corps, whose greed and selfish ways infiltrated the administration of the early Governors until the colony was rife with drunkenness, gambling and crime.

Learn about the first Australians – the Cadigal people who lived in this area for over 20,000 years prior to European settlement. Challenge your thoughts on the significance of Australia Day and whether you think it should be a celebrated National Holiday.

This tour is about the people and places of old Sydney, those who struggled through adversity and paved the way for the diverse and culturally rich city we live in today.

The Walk:

Starting at Circular Quay, we will walk and talk our way through the streets and alleys of The Rocks, and will also stop for a break when it’s convenient. There are plenty of coffee shops and pubs along the way, depending on your preference! We will finish up back on the harbour next to Circular Quay where you can catch a ferry or train. There are also many places we can recommend to stop for a drink or for dining your afternoon away if you would like to stay on in the area.

Optional extra:

Finish up at the Sydney Harbour Bridge Pylon Lookout for not only spectacular views, but a history of the construction of the Harbour Bridge. See displays, models and exhibits as you climb the 200 easy stairs to the top of the southern pylon, where you will enjoy 360 degree views around Sydney Harbour. This add-on is highly recommended, and is a great way to finish the tour! You can add this to your order during the booking process.

Schedule: Check the calendar for current availability

Duration: 1.5 hours

Meeting point: Meeting point is in front of the Museum of Contemporary Art (MCA) the side facing Circular Quay (find your guide in front of the big arrow – you will know it when you see it!)

Finish: Finish point is at Cadmans Cottage, just behind the Overseas Passenger Terminal – where the cruise ships dock.

Our Turn of the Century Sydney tour with Rob was wonderful! Rob was incredibly knowledgeable and friendly, and chose some really amazing places to take us. The walking wasn’t too bad at all and the tour was informative for the travellers and Australians in our group as well. We would definitely recommend Rob’s tour!

Chelsea and Cory, Ohio USA, November 2017

Rob was a great guide for my walk around The Rocks area. He knew a lot of history of the area, shared some stories and had some old pictures of what it used to look like. Communication before the walk was excellent, and I would highly recommend it. Thanks.

Kylie, Bendigo Australia, November 2017

Bookings, payment and information

Please use the online booking function to book your walk, this is a live system so it is continuously up to date. If you require a date or time not listed or booked out, please call or email so we can accommodate your requirements. You will receive a booking confirmation by email, and also a reminder before the tour. Please bring the confirmation with you on the day of the tour (the email on your phone is accepted as well).

Please check the online calendar for current scheduled walks and availability. Walks are scheduled at different times throughout the year. If you have a group booking or would like a private walk at a time to suit you, please get in touch by phone or email so we can accommodate your specific needs.

Current pricing for each walk is displayed in the booking calendar. Our maximum group size for this walk is 16 people, and no minimum. Our child rate applies to children and teenagers up to and including 17 years – many children will likely find this tour very interesting, however this tour is not recommended for children under 10 years of age.

Meeting point is in front of the Museum of Contemporary Art (MCA) the side facing Circular Quay (find your guide in front of the big arrow – you will know it when you see it!).

Finish point is at Cadmans Cottage, just behind the Overseas Passenger Terminal – where the cruise ships dock.

We usually stop for a break and a drink along the way – a tea or coffee, or maybe a beer or wine – depending on the weather and the groups preference!

There are plenty of toilets in the area for comfort stops when required – just ask your guide.

  • Wear comfortable shoes suitable for walking outdoors – high heels are NOT recommended!
  • Wear a hat and sunscreen if it is sunny, bring a raincoat if the weather looks bad
  • Bring a water bottle if you like – there are also plenty of places to stop along the way for refreshments if required
  • Don’t bring your luggage with you, this won’t be practical. Let us know before the walk if you need to store your bags and we can help you with this.

This tour operates in all weather conditions, there are many places to shelter along the way if the weather isn’t so nice but remember to bring a jacket, raincoat or umbrella.

Bookings can be cancelled or re-scheduled up to 1 week prior at no charge.

A 20% fee applies to all other cancellations made up to seven days before the walk.

No refund will be made if a booking is cancelled within 24 hours of the scheduled start time or in the event of a no show.

To the extent permitted by law, the Company excludes liability and will not be responsible for any loss, damage or injury arising from or connected with the tour, no matter how that loss, damage or injury is caused. In particular, the Company will not be responsible for loss or damage arising from a Participant’s failure to obey the Company guides’ instructions or from any pre-existing medical or psychological condition. Further, but only to the extent permitted by law, the Company will not be responsible for loss or damage arising from any negligent act or omission of the Company or any person for whom the Company is responsible. Certain laws imply non-excludable conditions and warranties. This provision does not exclude those conditions and warranties but limits the Company’s liability in relation to these to provision of services provided by the Company again, or refund of the cost of those services.