3-Day 'Explorer' Walk

The ‘Explorer’ is a dramatic, cliff-hugging walk that endlessly inspires.  It kicks off alongside a natural rock pool on The Eastern Beaches Coastal Walkway and concludes with a memorable journey from Manly to Collaroy along The Northern Beaches Coastal Walk.  As such, it provides walkers with the opportunity to experience the best of both worlds either side of the Harbour.

Book NowBrochure
3 days, 2 nights
Walk Length
37.2 km
Fitness Level
Easy to moderate
Group Size
4-10 people
Price From
$3,960 per person
Single Occupancy
$595 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 head north from Coogee along The Eastern Beaches Coastal Walkway. With numerous beaches, dramatic clifftop sectors and endless panoramic views, the Walkway is the perfect introduction to The Emerald Way.

The impressive ‘Sesquicentenary Boardwalk’ (opened 2009) behind Waverly cemetery as well as the wildly popular Bronte to Bondi path are both encountered by midday, so there’s a chance to have a swim at the iconic Bondi Icebergs before we enjoy our lunch at the Iceberg’s 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.

3 Day Southern Walk


Watsons Bay to Manly (10.2km)

We start the day with a private water taxi transfer to The Spit where we enjoy a 2-hour guided kayak tour of Middle Harbour. After changing back into our walking gear we then have lunch in a bistro overlooking marina.

After lunch we head across the Spit Bridge to join the Manly Scenic Walkway, a 10km harbour-side route. There’s some significant Aboriginal rock carvings to be admired, the intriguingly named Forty Baskets Beach to traverse and the arrival at our hotel overlooking Manly Beach is always special. 

We will be dining tonight at the Manly Pavilion restaurant.


Manly to Collaroy and return to Sydney CBD (11km)

We begin our third day by joining the Northern Beaches Coast Walk admiring as we go the spectacular ocean views, multiple beaches and picturesque ocean pools. In season (May-September) this is classic whale sighting territory but even if it’s not that time of the year the flora and fauna along this coastal path is always fascinating. After rounding Dee Why Lagoon (a mini eco-system in itself) and the Long Reef Headland (watch out for paragliders floating above) we arrive at the beachside Collaroy Hotel for lunch.

An afternoon private transfer back to the city completes your three-day journey on The Emerald Way.


The 3-Day ‘Explorer’ Walk includes all accommodation, meals, transfers and two expert local guides.

For a list of what to bring, refer to clothing and equipment advice in FAQs.

Got questions? Please get in touch with our team.

FAQsContact Us
  • Professional Walk Leaders – two per tour 
  • Two nights twin-share accommodation at boutique 4 Star hotels
  • 2 Evening meals served with fine wine and craft beers 
  • 2 Breakfasts and 3 Bistro lunches
  • Snacks on the trail including morning and afternoon tea.
  • Luggage transferred between hotels (guests walk with small daypack)
  • All transfers by private mini bus, water taxi and ferry
  • All park entry fees
  • A 2-hour Middle Harbour Kayak Adventure 


Ready to Experience The Emerald Way?

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

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