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My Sydney Detour

As adventurers, we can all agree on one thing: without context, history, and insider knowledge, a city is just a city. With our Classic Sydney Detour, you will be taken from city to beach to bush to become a Sydney local in just four hours!

Your day begins at 9.30am where you will be greeted by your local tour guide and his handy sidekick Horace – as the most popular and iconic luxury car ever made in Australia, this 1964 vintage car knows how to show you around his hometown in style with the intoxicating scent of leather and steel, cozy sheepskin seat covers, and a low Cheshire cat purr.

After a scenic drive around The Rocks, you will arrive at your first destination. With your guide’s insider know-how, you will get the chance to discover a thriving inner-city enclave like a local, where Aboriginal murals and street art decorate laneways lined with coffee shops and turn-of-the-century terrace houses. Get ready for an education on everything from soaring house prices, local architecture, lifestyle and Aboriginal culture.

No trip to Sydney would be complete without a visit to our iconic beaches. After all, the city is only a stone through from them. Firstly, you will be taken to a sprawling seaside cemetery, a site that provides breathtaking views of our ancient sandstone coastline. From there, you will be whisked off to three of Sydney’s most iconic inner-city beaches: Bronte, Tamarama, and Bondi, where you may just spot a uniquely Australian breed of superhero: office worker by day, surfer by night.

Sydney is one of the only cities in the world that where you can find the perfect convergence of the natural world and metropolis. All you need to do is know where to find it. Ask your guide to wind down the windows so that you can breathe the eucalyptus in the air as you weave through the hills of Sydney’s most exclusive suburbs’ in the midst of the Sydney Harbour National Park. Led down a secret street, you will emerge at your final destination: a remote beach with panoramic views of the harbour and city skyline.

An experience like no other, our Classic Sydney Detour, will leave you with a true sense of having discovered a city that was once a distant stranger. Now an old friend, we have no doubt that you will be counting down the days until your return!


  • Walk the pavement of an inner city neighbourhood to get the feel of community living.
  • Travel through ​various local Sydney suburbs.
  • Let sand run through your hands as you stand on the beach in a secluded harbourside bay.
  • Travel along the impressive stretch of Sydney’s coastline to view our famous beaches.
  • Engage in open conversation with a Sydney-sider: nothing is off limits!
  • Gain a deeper understanding of Sydney’s culture by examining Australia’s colonial and indigenous past at intimate & historical locations.

Tour Options

Half Day

9:30am - 1:30pm (4 hours)

The half day Classic Sydney Detour offers a fantastic overview of the real Sydney from a local perspective​. Your tour guide​ ​show​s​ you hidden gems​ whilst engaging with you on many topics.
You​ ​​visit various ​neighbourhoods and experience Sydney as a city of villages, discussing contrasts of lifestyles and ​explore the natural beauty of Sydney​ Harbour​​.
Enjoy places that you would never have imagined being part of Sydney. Gain a wonderful insight into Australian culture and customs.

Pricing (Half Day)

AUD$ 699

Price based on 2 adults
Additional guest: $60

  • Hotel Pick Up
  • Private Driver / Guide
  • Morning Tea / Coffee
  • Hotel Drop Off
Book online now!

Full Day

9:30am - 4:30pm (7 hours)

The ​full day Classic Sydney Detour is a premium experience of Sydney and ultimately a unique way to become a local in a day. It is designed for travellers who have time and look for a deeper understanding of Sydney. You will get greater insight into Australian culture and environment by exploring various areas, café and outdoor culture, secret beaches along Sydney Harbour Foreshore. The ​full day My Sydney Detour includes a unique private experience with coffee stop, lunch at a nice café, a beautiful walk through Sydney Harbour National Park guaranteeing a delightful and memorable day.

Pricing (Full Day)

AUD$ 1199

Price based on 2 adults
Additional guest: $120

  • Hotel Pick Up
  • Private Driver / Guide
  • Morning Tea / Coffee
  • Café Style Lunch
  • Hotel Drop Off
Book online now!