Sydney · THE ROCKS WALKING TOURS
The oldest streets in the country, and small enough that the guide is the whole product. The 11 below split into daytime history, convict routes, ghost walks and pub crawls, priced by length with a note on where each one ends.
Walk 2 kilometres through The Rocks in a small group of up to 20 people. Guides such as Judith, Paul, Vickie, Michael, and George explain convict life, colonial buildings, hidden lanes, and Circular Quay, with Opera House and Harbour Bridge views along the way.
“Paul was a wonderful and knowledgeable guide. He provided us with a thorough history of Sydney while wandering through the Rocks.”
Walk The Rocks with a specialist guide for 90 minutes, hearing stories of convicts, settlers, workers, and waterfront life. Expect cobbled lanes, old pubs, courtyards, Sydney Cove views, and practical tips for exploring the area afterward. Small groups, amplification, and a pram-friendly route help you keep up.
“Vickie was very knowledgeable, and encouraged questions. She bought the tour to life with her photos and stories. The pace of the tour was perfect and vickie could be heard very clearly at all times. We thoroughly enjoyed this experience and would recommend it if you are interested in the history of Sydney.”
Meet at 110 George Street at 7:45 pm for a 90-minute to two-hour walk through The Rocks. Guides such as Craig, Lola, Dave, Lachlan, and Phil bring tales of hangings, murder, suicide, and hauntings to historic lanes and restricted corners. Expect stairs, hills, rain, and a little theatrical fun.
“It was a very informative tour. The walking felt easy and was not strenuous. Minimal uphills and only a handful of staircases. Lola was a fantastic guide and was very respectful of the history and she was well informed as well. Made for an excellent host.”
Walk through Sydney’s oldest quarter with guides such as Dave, Doug, Craig, and Pinno, stopping at four historic pubs for a craft beer, cider, wine, or soft drink at each. Expect convict tales, pub lore, cobbled lanes, and plenty of local humor over 2.5 hours.
“Collin is an extremely knowledgeable tour guide and also quite funny. We stopped at four pubs and at each one he told us about the amazing history of the pub and the drinks he chose. This is a great way to see Sydney and get a glimpse of its history, while enjoying drinks along the way…”
Walk from Customs House to The Rocks with a local crime historian guide such as Max, Beck, or Pete. See about 20 sites, study historic maps and portraits, enter Customs House, and hear stories of convicts, sailors, gangs, and Sydney’s early settlement in a group of up to 15.
“Walking tour focused on Sydney's history and its earliest settlers - who they were, why they came, where they were from, and what life was like for them. Our guide really brought to life what these people found when they arrived in terms Read more”
Walk through The Rocks with a local guide such as Dave, Nick, Simon, or Doug, stopping at four historic pubs for four included drinks. Expect stories about Sydney’s early days, back alleys, old buildings, local beer, cider, wine, and a small group of up to 15 people.
“Fun experience! It is great you can get something other than beer too! Everyone enjoyed themselves! Our guide was so fun!”
Walk from Customs House through central Sydney and The Rocks with a local English-speaking guide. Learn about Cadigal country, British colonisation, architecture, and modern Sydney, then finish with a beer, harbour views, photos, and a useful local map.
“Get to see things you may miss , Jake our guide very knowledgable , lot of history , good walking tour”
Meet your English-speaking guide at Customs House and walk through Circular Quay, Macquarie Place and The Rocks. Hear about convicts, rum dealers, street gangs, Indigenous history and unusual sandstone buildings. Guides such as Bec, Max and Pete bring old Sydney to life with stories, images and plenty of context.
“A lot of information in a short time Very interesting stories and approach to the history”
Start at Hyde Park and walk through Sydney’s civic core, Macquarie Street, the Botanic Garden edge, Customs House, and The Rocks. Guides such as Lily and Leilani bring buildings, Indigenous culture, convict life, and harbour views into focus. Expect a mostly easy route, with plenty of outdoor walking.
“It was very interesting learning the history of Sydney. There is a lot of walking so wear comfortable shoes. The tour ends in the Rocks area where there are options for lunch and access to public transport.”
Walk through The Rocks with an Aboriginal guide, learning about Dreaming, Gadigal connections, native food and medicine, ochre, rock art, and Sydney Harbour. The 90-minute tour begins and ends at Cadman’s Cottage, with guides including Amanda, Emily, Donia, and Nathan having led past departures.
“It was a lovely walking tour with a young tour guide who was caring about the needs and walking capacities of all guests.”
Use your phone to follow a cryptic scavenger hunt through The Rocks, starting at Customs House and finishing near Circular Quay. You’ll search courtyards, walk beneath the Harbour Bridge, and uncover Sydney’s early history. Private groups of up to four can take 1.5 to 3 hours.
“Sorry bad experience, we never got the link for our phone on time and when we did it was too late. Badly organised. Requesting a full refund.”
Pick a wharf, a lookout or a cellar door.
