Starting at Hyde Park, one of Sydney’s oldest and most beautiful parks, this nine-kilometre guided run takes guests through the city’s iconic landmarks and scenic waterfront.

The route begins with a run to Mrs Macquarie’s Chair, a popular vantage point with breathtaking views of the Opera House, Harbour Bridge, and Sydney Harbour. From there, guests continue on to the Sydney Opera House, where there is a short break to snap some photos and learn about the history of this world-famous cultural venue.

Next, the route continues through the historic Rocks district before tackling the Sydney Harbour Bridge, a spectacular feat of engineering that offers panoramic views of the city and harbour.

Guests will also visit Wendy’s Secret Garden, Luna Park, and Kiribilli House, the Sydney residence of the Prime Minister of Australia.

No run is complete without coffee, and so this tour stops for coffee at Kiribilli before catching the ferry back to Circular Quay, where the tour finishes.

Start your morning with a breezy ferry ride from Circular Quay to Watsons Bay, soaking up harbour views of the Opera House, Harbour Bridge, and waterfront mansions. Once ashore, take a relaxed six-kilometre walk through one of Sydney’s most charming seaside suburbs.

First up is Gibsons Beach, a quiet harbourfront spot rich in early colonial history. From there, wind through shady residential streets and garden-lined paths that feel like secret laneways, offering glimpses into local life.

Then head to the dramatic cliffs of South Head, where The Gap delivers jaw-dropping views over the Pacific and tales of shipwrecks and soldiers. At Macquarie Lighthouse, Australia’s oldest, you’ll hear stories of maritime history as we gaze out over the coastline.

Wrap up with a classic Aussie treat—fish and chips by the beach, with time to relax and take in the salty air before the return ferry to the city.

Blending natural beauty, coastal history, and relaxed vibes, this four-hour walking tour is Sydney at its best—sunshine, stories, and seaside charm.

This tour meets at 10am at Circular Quay before heading onto George Street where we’ll explore Sydney’s first street. Lined with old pubs, older style shops, with just a hint of modern development, the Rocks is like stepping back in time.

We’ll weave in and out of hidden passageways, and share stories including those of the Rocks Push, and other gang activity that took place in these mean streets in the early to mid 1800s. There are plenty of pubs along here, which perhaps explains how some of these stories could well have happened!

Continuing on, we’ll pass under the Harbour Bridge at Dawes Point for a unique look at the Sydney Harbour Bridge before checking out Lower Fort Street, where many stories come to life, including ridiculous stories of the Hero of Waterloo pub.

Heading uphill, we’ll stop at Observatory Hill where you’ll witness one of the best views over Sydney, before we cut back down to the Rocks and wind our way to our post-tour coffee at a cafe with perhaps the best view of Sydney Harbour.

Explore Sydney’s secrets on our Hidden Gems Walking Tour with a knowledgeable guide that provides history, culture, and architecture insights. Starting at Circular Quay, stroll along Loftus Lane, and view charming colonial architecture and harbour views.

Visit historic Bridge Street, see St. James Church and the Strand Arcade on Pitt Street, and stroll through Angel Place’s street art. Visit Martin Place, the General Post Office the Bank of NSW.

Relax in Hyde Park, visit the 19th century Queen Victoria Building on Market St., Explore Darling Harbour, and the Chinese Friendship Gardens and Chinatown. The tour will end at Town Hall.