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When Rum Ran the Rocks - Small Group Tour

See local drinkers in their natural habitat, join them in their ablutions and learn about why rum was worth rebelling for… then and now.

Wind your way through the back alleyways, up the steps and back in time to uncover the stories and people who shaped this fledgling colony. Hear all about Sydney’s oldest pubs, the first breweries, amazing convict tales, and a rebellion over the most precious drink of all… rum.

As Australia’s first neighbourhood, the Rocks was literally cut from the sandstone cliffs that rise above Sydney Harbour. On this Sydney walking tour, we’ll carve out a narrative of this neighbourhood’s history, starting with the convicts that were forced to settle here and their amazing tales of survival and entrepreneurship.

Along the way, there will be pit stops at some classic local pubs in the heart of the Rocks. From there, you'll explore the once seedy back alleyways, which today are very safe, of course, but still feature many great photo opportunities.

After a drink at another historical pub, delve deeper into some of the unique and most off-the-beaten-track parts of the Rocks as you visit an archaeological site like no other in Australia.

Finish up by enjoying one last beer back near where the tour began.

Experience Includes

  • Local English-speaking guide
  • Wine tasting
  • 3 drink stops
  • Group size limited to 12 people for a more intimate atmosphere

Experience Excludes

  • Items of a personal nature
  • Additional food & drinks (other than indicated above)
  • Gratuities


Daily, year round.

Departure location

Booking Centre, Wharf 6, Circular Quay Sydney NSW 2000

Start times



2.5 hours.

Terms & Conditions

  • As this walking tour runs rain or shine, please dress for the weather. Bring along a coat and umbrella if it looks like rain, wear comfortable shoes, and bring a bottle of water.
  • Children between the ages of 6 and 11 inclusively are permitted on this tour.
  • Minimum drinking age is 18 years. Please have proof of age ID with you (driver’s license or passport) just in case. You have the choice between alcoholic and non-alcoholic drinks, so if you’re not a drinker but still interested in the neighbourhood and its history, you’ll still have a great time
  • Please arrive at the departure point at least 15 minutes before the start of the tour.
  • Cancellation Policy: Free cancellations for bookings cancelled prior to your holiday departure date. No refunds are given for cancellations made post departure.