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Walking path to Camp Cove beach on Sydney Harbour, Watsons Bay

Wander where locals go

Authentic self guided Sydney walking holidays

Image credit: Destination NSW

Discover Sydney, one step at a time

From hidden beaches to iconic sights and vibrant neighborhoods, explore Sydney like a local on a self-guided walking holiday designed for curious, independent travelers.

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No schedules, no groups, no luggage hassles, just the freedom to wander.

Walks

Featured walking holidays

Walkers on the Bondi to Bondi to Coogee coastal walk boardwalk

A spectacular coastal journey from Sydney Harbour to Watsons Bay and Bondi Beach.

  • Dreamy harbour vistas

  • Stunning coastal walks

  • Secret coves & local spots

  • Bondi Beach culture

Corner shop in an inner Sydney neighbourhood

An authentic city-to-coast adventure through Sydney’s favourite local neighbourhoods.

  • Vibrant city & harbour trails

  • Local streets, cafes & markets

  • Manly beachside vibes

  • Travel by foot & ferry

Sydney Opera House through a sandstone archway at Bradfield Park, Milsons Point

Sydney Stories | 4 days

A spectacular coastal journey from Sydney Harbour to Watsons Bay and Bondi Beach.

  • Dreamy harbour vistas

  • Stunning coastal walks

  • Secret coves & local spots

  • Bondi Beach culture

Experiences

More than just a walk

Our insider tips and free concierge service help you find - and book - the best local experiences along the route. From snorkelling to sunset drinks, we’ve got you covered.

Image credit: Destination NSW

Why choose WALKDAYS

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Locally designed walking routes

Go beyond the tourist trail and discover the best of Sydney through a local lens. 

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Boutique hotel stays

Stay in 4 & 5 star hotels handpicked to reflect the charm of each neighborhood along the route.

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Luggage transfers included

Walk light and carefree - your bags meet you at your next hotel.

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Insider tips from locals

Discover the cafes, restaurants, bars, activities and secret spots locals love.

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Detailed route guides 

Explore with confidence at your own pace using our step-by-step route guides and easy-to-follow maps.

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Concierge & support when you need it

Our friendly team is on hand for optional activity bookings and any on-the-go assistance.

Ready to explore Sydney like a local?

Find your Sydney walking holiday

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