2-Day Southern 'Taster' Walk

The Southern ‘Taster’ walk focuses on the eastern side of Sydney’s magnificent Harbour and allows walkers to immerse themselves in the unique environment that includes the quiet, often deserted beaches of  The Hermitage Foreshore Walking Track.


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2 days, 1 night
Walk Length
25.9 km
Fitness Level
Easy to moderate
Group Size
4-12 people
Price From
$1,870 per person
Single Occupancy
$175 per person


South Coogee to Watsons Bay (16km)

The tour departs The Rocks at 7.30am as we head by private transfer to our starting point in South Coogee. Our first days’ walk hugs the coastline as we make our way north from Coogee along The Eastern Beaches Coastal Walkway. With its stunning beaches, dramatic clifftop sectors and inviting rock pools, the Walkway is the perfect introduction to The Emerald Way.

We encounter the impressive ‘Sesquicentenary Boardwalk’ behind Waverly Cemetery as well as the wildly popular Bronte to Bondi path before midday, so there’s a chance to have a swim at the iconic Bondi Icebergs Club prior to lunch at the Iceberg’s Club Bistro. 

In the afternoon, a quick private transfer brings us to the Federation Cliff Walk as we head toward Watsons Bay. Towering cliffs, a lighthouse (or two) and of course the broiling cauldron that is The Gap are all encountered before we arrive at The South Head Heritage Trail which soon loops back to our accommodation, The Watsons Bay Boutique Hotel. There’s time to relax and reflect on the day’s adventures before re-joining your group for an evening feast at The Watsons Bay Beach Club.


Day 2. Watsons Bay to Circular Quay (9.9km)

A relaxed breakfast sets us up nicely for the first Harbour walking sector.  Highlights this morning include crossing the Parsley Bay suspension bridge (built 1903) and an exploration of the grounds of Vaucluse House. After entering the Hermitage Foreshore Walking track we’ll pass secluded beaches, historical Strickland House and the Convent Heart Cemetery before rendezvousing at Hermit Point with our private water taxi that will whisk us across the harbour to Woolloomooloo Bay.

After morning tea we follow Mrs Macquarie’s Bushland Walk into the Royal Botanic Gardens then past the Sydney Opera House and into Circular Quay for lunch at Squire’s Landing after which your tour concludes.


The 2-Day Southern ‘Taster’ Walk includes all accommodation, meals, transfers during the walk and two expert local guides.

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  • One nights’ twin-share accommodation in a 4-star boutique hotel
  • One breakfast and two lunches
  • One evening meal at an atmospheric local restaurant including soft drinks, beer and wine. There’s no dinner on the final day as the walk wraps up with a farewell lunch at Squires Landing in the Overseas Passenger Terminal
  • All transfers – mini bus, water taxi and ferry
  • All snacks on the trail, as well as morning and afternoon teas
  • All park entry fees
  • A professional and knowledgeable Walk Leader to guide the walk supported by a Walk Assistant each day


Ready to Experience The Emerald Way?

Book now online, or contact our team for more information.

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