Sydney has some iconic tourist icons but dig a bit deeper and you can get a true feel of the heartbeat of this beautiful city. We will run through the Botanical Gardens then we delve into the eclectic mixture of ritz and suburbia as we venture through Woollomooloo and into Kings Cross, before heading back to the city centre via the harbour foreshore to Sydney Opera House and Circular Quay.

Give this as a gift


Runner on the ground - JAMIE

After a brief meet-and-greet we will escape the city centre through the Botanical Gardens which showcases tens of thousands of native plants and provides a welcome breathing space for many locals and visitors. A short run to the neoclassical Art Gallery building, then down to Woollomooloo Bay where we run the length of the Finger Wharf, the longest timber-piled wharf in the world. Home to the wealthy and famous and housing some of Sydney’s top restaurants, we will enter inside where the remains of the working class wool processing and storage facility can still be seen.

From here we ascend a few steps (112 but who’s counting!) and into the back streets of Kings Cross. This area was originally established as housing for the dock workers and many original terraces and buildings remain and with the tree-lined streets it gives out an air of leafy quietness. Continuing a block or so and we hit the main street of the Cross. This became the entertainment mecca of Sydney, serving the returning and visiting sailors from the neighboring Naval Base. This area has now transformed into an eclectic mix of suburbia and trade and many quality cafes are tucked away down side streets and alley ways. We will pass the El Alemein Fountain, a significant memorial to WW2 and inspired by a dandelion blowing in the wind. Under the classic Coca Cola neon billboard at the southern entrance to the Cross, then we head around through the eastern back streets before returning to the foreshore of Woollomooloo where we continue along the shoreline path to Mrs Macquarie’s Chair, commissioned by Governor Macquarie to give his wife the best views overlooking the harbour to Fort Dennison (formerly named Pinchgut Island).

A short run along the harbourside brings us to the uniquely stunning Sydney Opera House. Designed by Danish architect Jorn Utzon and inspired by billowing sails, swans and a Danish castle, it was an intense engineering feat to bring the idea to fruition and involved many innovative construction techniques. With views directly to the adjacent Sydney Harbour Bridge, these two icons set the baseline of the beauty of Sydney Harbour. We then return to the meeting point via the bustling Circular Quay ferry terminal where you can put your feet up for a well earned rest or plan the rest of your day!

Read More Read Less

Facts about the tours

10 km

Private tour





Run start location - Hotel pick-up or Standard Meeting Point


1 person77.00/person

2 persons60.50/person

3 persons49.50/person

4-20 persons44.00/person

Share your thoughts!

0 out of 5 stars

1 review

Let us know what you think...

What others are saying

  1. Kate

    Loved this running tour!


    I had such a great run around Sydney with Jamie. This was a great way to see the city and I’m so glad I started my visit this way! Jamie is so friendly and knowledgeable about routes and all of the best things to see and do, as well as the history and culture highlights in areas we ran through.

    Upvote if this was helpful (0) Downvote if this was not helpful (0) Flag for removal

    Something wrong with this post? Thanks for letting us know. If you can point us in the right direction...



Continue as a Guest