Harbour Trax 2 day luxury guided hiking tour around Sydney Harbour foreshore from Woolloomooloo to Manly. See the highlights of Sydney in just 2 days. 2 days of nature, delicious food and gorgeous sights. 

Duration: 2 days and 1 night
Grade: Moderate walking with a few hard sections
Type: Urban walking with a lightweight day-pack
Distance: 35km (approx): day 1 16km, day 2 18km
Group Size: 6-10 pax
Price: $1950 per person, twin share including gst
*Additional costs apply for single occupancy
  • Private guided hiking tour around Sydney Harbour
  • Professional guides
  • Walk with Ian Hoskins on day 1, an award winning author and professional historian.
  • Overnight twin share accommodation at the 5 star Wildlife retreat at Sydneys Taronga Zoo
  • 3 Course dinner at the award-winning Me Gal restaurant (Not including drinks)
  • Breakfast at Taronga Zoo
  • Coffee, pastries, snacks and lunch on the trail
  • Ferry transfer to Circular Quay
  • Luggage transfers between hotels
Day 1 – Iconic Heart 16km
From the tranquil backdrop of the Royal Botanic Gardens, past the distinctive, sculptural form of the UNESCO listed Sydney Opera House, through the historic Rocks precinct to the elegant reaching arch of the Harbour Bridge, we begin to appreciate the majesty and grace of the harbour as the perfect setting for these icons. Joining us on this section of the hike will be leading Sydney Harbour historian and author, Dr Ian Hoskins, who will share with us some of the Harbour’s many, often colourful stories. Crossing the famous Harbour Bridge to the northern shore, our curated route through Kirribilli, Cremorne Point and Sirius Cove will provide a different perspective of the harbour via a network of quiet residential streets, intimate pathways and picturesque foreshore reserves, all leading to our destination for the night, the award-winning Taronga Zoo. Overlooking the harbour, the zoo’s luxurious Wildlife Retreat will be the venue for our evening activities and overnight accommodation. Explore the zoo, meet native Australian wildlife, then watch a stunning sunset from the exclusive lounge bar or terrace before dining at the world class Me Gal restaurant.
Day 2 – Bushland Sanctuary 18km
As we transition into the nature section of the hike, we follow the harbour trail through Clifton Gardens and Mosman with its many picturesque pocket views towards the eastern suburbs before arriving at the popular Balmoral Beach with its clear water, soft sand and chilled vibe. From here, the harbour topography and vegetation change as we approach the Spit Bridge. Crossing the bridge we join one of Sydney Harbour’s most beautiful walking tracks, the Spit to Manly Scenic Walkway. Following the contours of the peninsula through windswept coastal heath and majestic Red Gum forest we discover a serene wilderness of undeveloped harbour foreshore, hidden coves and ancient Aboriginal sites. The natural beauty then begins to merge again with impressive harbourside homes as we approach Manly Cove, home to the bustling ferry wharf. Catching the ferry back to Circular Quay we experience some of the best views of the harbour. Reflect on the trail you have walked, feel the breeze and admire the beauty of Sydney Harbour one last time as we draw near the end of our tour.

Meet the guides


Zoe grew up in Sydney with a love of adventure and nature. She has hiked all around the world including Shaggy Ridge and Kokoda in Papua New Guinea, the Camino in Spain, Mont Blanc in France and all around Tasmania.  She enjoys being out in nature and sharing this passion with others. Zoe loves nothing more than connecting with guests and helping people relax and connect with nature.


As a photographer, boundary pushing skier and skilled explorer, Shaun is a true, all-round, adventurer. Shaun grew up with a love of the ocean and exploring. Before joining us as a guide, Shaun spent several winters in Japan at Nozawa Onsen, where he worked as a photographer, guide and snow reporter. More recently, Shaun has become known for his dramatic winter photography and exploratory ski descents in Tasmania. He currently works as a guide for the Tasmanian Walking Company.