Crime Stories, Cocktail Bars & Delicious Drinks Rum Tour
Crime Stories, Cocktail Bars & Delicious Drinks Rum Tour
5.0 (76)  
Sydney, NSW 2000
  • Highlights
    • Takes you through some of Sydney's oldest and most historic areas, including The Rocks, and  Sydney Cove.
    • Led by a knowledgeable guide who shares fascinating stories about the history, culture, and characters of Sydney.
    • Learn about the city's early convict settlers, notorious criminals, and the role of rum in shaping Sydney's history.

    ✅ Buy tickets now, book later, or
    📞 Call 1300 269 050 to book today.
    📖 Bookings are confirmed within 24 hours via email.
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    💎 Lowest price guaranteed.

    We'll ask for your booking dates after you buy.

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  • Overview

    History and drinking have always gone hand-in-hand in Sydney, and The Rocks are where it all began. While some convicts brewed beer in secret, their jailers rolled in rum by the shipload. With 65 000 litres arriving on the First Fleet alone. In the fledgling, port-side convict colony of Sydney, it wasn’t long before hard liquor became standard currency, and no good story started without it. 

    Part tour and part sunset swagger, Rum, Rascals & The Rocks will bring to life Sydney’s notorious history of Escapes, Murders, Robberies, Piracies, Rum-Runners, Push Gangs, Opium Dens, Gambling Haunts & Pleasure Houses as we indulge ourselves with some of the best cocktails and the best venues in Sydney.

  • What's included?

    Venues:

    1. THE GLENMORE COCKTAIL LOUNGE

    The Glenmore in The Rocks has been an Aussie icon since 1921, boasting one of the best rooftop bars in the city with stellar views of Sydney Harbour. Tucked away on the middle level is its classic 1920s Hollywood- inspired cocktail bar. Full of style and sophistication, this is where we will begin our evening of rum-riddled tales.

    2. THE DOSS HOUSE

     Recapturing the convivial spirit of Sydney’s formative years, The Doss House unites fine whiskies, spirits & cocktails with the historical charm of one of the city’s oldest suburbs, The Rocks. Built in the 1840s, this space has been the home to a rich, eclectic collection of tenants, including a bootmaker, boarding house, doctor’s surgery & opium dealer.  

    3. SERGEANT LOK

    Sergeant Lok is a modern Chinese dining and drinking destination in the heritage-listed, old No.4 Police Station building at The Rocks, Sydney. Welcome to a world of secret handshakes, underground gambling and opium dens. A time where the underworld ruled and police were paid to look the other way.

    Three premium rum-based cocktails. * Our recommended rum cocktails can be exchanged for other cocktails/spirits or bar drinks, but they must be of equal or lesser value. 

  • Location
  • Customer Reviews for Journey Walks

    5.0

    76 reviews
    Kathy Bond
    Kathy Bond
    a week ago

    We just enjoyed our second Journey Walks tour with Max, we have done Sydney's Convict Colony around the Quay & The Rocks and Once Upon a Crime in Paddington. They were both outstanding, the first was a gift voucher from our daughter - she knew we'd love it and we did indeed! So the second was a must and there'll be more! We have both lived in Sydney all our lives but there is so much you don't notice or see or even know about the exciting and fascinating stories that Max shares with such brilliance and passion. These tours are so in depth and a must for locals or tourists to learn so much about our beautiful city. I believe school kids should do the convict tour mainly for their general knowledge about what really happened! Planning our next "walk" soon! You have to do it!

    Ciara Diane
    Ciara Diane
    3 weeks ago

    The convicts tour was one of my highlights of my entire time travelling the East Coast. The tour guide was very enthusiastic and you can tell he has such a depth oh knowledge and passion for the history he was guiding us through. Thoroughly enjoyed. Support local small businesses and book with them as opposed to booking a generic tour with a big company, it’s so worth it :)

    Russell Jackson
    Russell Jackson
    4 months ago

    Had the most amazing time on the Rum and Rascals walking tour of The Rocks. This is the second tour we have done with Max and it was great fun. If you want to learn something new about Sydney or visit a few hidden gems in The Rocks this is the tour for you. Already looking forward to our next tour with Max.

    Emily Vertosick
    Emily Vertosick
    3 months ago

    I loved the Sydney Convict Colony tour. Our tour guide Beck gave us a great overview of the history of the area and I learned a lot in only a few hours. Beck was very knowledgeable about the area, gave good local recommendations, and was conscientious about our comfort and our tour experience given the very hot temperatures that day. I would recommend Journey Walks and would love to try another one of their tours on another visit to Sydney.

    Danielle Adderson
    Danielle Adderson
    6 months ago

    I joined Journey Walks for the Convict Colony History of the Rocks tour on 26 August led by Max. It was AMAZING! My partner and I really enjoyed it, such fascinating history brought to life wonderfully by Max. Do not hesitate to book with Journey Walks. We wish we’d booked another tour, but we’ll be back! Very interesting, easy walk, excellent value for money.

    More Reviews Add Review
    • Experience Type: Indoor
    • Activity Level: Relaxed
    • Duration: 3 Hour(s)
    • ID Required: Yes
    • Booking Required: Yes
    • This tour is designed for private groups of 4 – 8 people (must be of the same party). However we can also arrange exclusive experiences for of 2-3 people charged at a fixed rate (see cost structure below).  Please contact to customise a tour to your group.
    • This tour is from 2:00 pm — 4.00pm.
    • All participants on this tour must be over the age of 18 and must carry proof of age identification with them at all times.
    • Please ensure you have eaten a decent meal before you join the tour and monitor your own drinking responsibly.
  • If you need to cancel your tour for any reason please notify Journey Walks as soon as possible.

    Our cancellation and refund policy is as follows:

    If you cancel your booking:

    • between 0 (day of tour) and 7 days before the tour – no refund
    • between 8 and 15 days before the tour – 50% of the tour price paid per person
    • more than 15 days before the tour – 100% of the Tour price (less non-refundable booking deposit)

    If you change your booking date:

    • between 0 (day of tour) and 30 days before the tour – $25 per person transfer fee
    • more than 30 days before the tour – no transfer fee
    • custom tours are transferable only through negotiation with Journey Walks
  • Your voucher(s) and booking information will be included in the confirmation email you will receive shortly after purchasing the experience on Amazed.com.

    If the booking needs to be first confirmed by the host, you will receive your Amazed voucher within 24-48 hours of purchase.

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