Sydney’s best-kept coastal secret has views that will stop you in your tracks

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The three-kilometre trail links Middle Head-Gubbuh Gubbuh and Georges Head in Sydney Harbour.

From the Bondi to Coogee Walk to the America Bay Walking Track, Sydney is blessed with some spectacular bush and coastal walks that showcase the city’s scenic beauty. The latest addition is a new three-kilometre walking track in the Sydney Harbour National Park that’s perfect for coastal lovers and history buffs, as it offers iconic harbour views and a look into Sydney’s military past. 

Middle and Georges Head walking track
Take in fabulous coastal views on your leisurely walk. (Image: NSW National Parks and Wildlife Service)

The $9.5 million Middle and Georges Head walking track project took six years to complete and has significantly improved visitor accessibility and safety, and enhanced the experience of the iconic Sydney Harbour Scenic Walk. It provides the missing link between the headlands, connecting Chowder Bay and the Bondi to Manly Walk, offering a continuous walking experience for visitors. 

Sydney’s newest walk is officially open! This 3km trail in Sydney Harbour National Park is a dream for coastal lovers and history buffs – with epic harbour views and a peek into the city’s military past.

Chad Weston, Manager of Sydney North Area NSW National Parks and Wildlife Service highlighted the significance of the project:

“Middle Head and Georges Head have been part of Sydney Harbour National Park since 1984, but until now, they have never been connected via walking tracks to other harbourside reserves." 

Middle and Georges Head walking track

Several new lookouts have been added, offering breathtaking views across Sydney’s foreshore and inner harbour, including ‘The Belvedere’ and a new bridge across the large Outer Defensive Ditch. Over 220 years of Sydney’s defence history is showcased on the trail, with Weston noting, “Those who appreciate history will be impressed with how some of Sydney’s most significant historic fortifications have been conserved." 

Middle and Georges Head walking track
The site features restored defence structures. (Image: NSW National Parks and Wildlife Service)

The site’s rich history is brought to life through a collection of restored defence structures dating from 1801 to the Vietnam War and installations, including signage and digital animations. The easy walk will see you visit significant sites including 19th-century buildings of the former NSW School of Artillery and The Engine Room, which was repurposed in the 1950s to train Army officers for potential capture and interrogation during the Malayan Emergency and the Vietnam War – it also houses the infamous ‘Tiger Cages.’

Whether you’re a nature enthusiast or a history lover, this newly completed track offers a unique opportunity to explore Sydney’s harbour and history.

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Rachael Thompson
Rachael Thompson is a freelance travel journalist. With a background in design and travel media, Rachael is dedicated to curating content that is as much informational as it is beautiful. She began her career at Belle magazine, before taking up editorial roles at Homes to Love, Bed Threads and Australian Traveller/International Traveller. When she's not writing, editing or optimising content, Rachael enjoys exploring the city's newest restaurants, bars and hotels. Next on her Aussie travel wish list is Lord Howe Island.
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3 vintage train journeys to step back in time and explore NSW

(Credit: Krista Eppelstun)

From country landscapes to the coast, Vintage Rail Journeys blends the grandeur of the golden age of rail travel with immersive local experiences.

Travelling aboard the historic Southern Aurora train is the ultimate scenic journey through regional NSW. Operated by Vintage Rail Journeys, the former Southern Aurora is a step back in time, from the lovingly restored carriages to the Off Train Experiences that spotlight local history, artisanal crafts and regional producers.

Once the overnight express that ferried passengers between Sydney and Melbourne throughout the 1960s, this train has been revived to its former mid-century glory, from the cabin layouts to the original lettering. Today, the train takes passengers on scenic and historic five-day journeys – starting and ending in Sydney – through three distinct regions of NSW: The Riverina, Golden West and North Coast.

Vintage Rail Journeys Southern Aurora train carriage
Be transported into the golden age of travel. (Credit: Krista Eppelstun)

One of the most magical parts of travelling with Vintage Rail Journeys is waking up on the train. Each night, the train stables at a station so guests can enjoy a restful night’s sleep in stillness, before departing again at dawn. Passengers awake to the gentle motion of the carriage, flicking open the blinds to watch the landscape unfold at sunrise. There is no better way to start the day.

The onboard experience come evening time is just as picturesque. Guests enjoy the all-inclusive food and beverages, nursing cocktails in the Art Deco-inspired lounge carriage or lingering over a three-course dinner in the dining carriage. Outside the window, Eastern grey kangaroos bound across open plains and flocks of cockatoos scatter from the gumtrees. It’s an old-world way of travelling, a slower pace that’s increasingly rare amid the frenzy of modern life. From coastal sojourns to adventures through agrarian landscapes, these are the multi-day Vintage Rail Journeys itineraries transporting guests back in time.

The Riverina

Vintage Rail Journeys Southern Aurora train travelling through nsw
Travel through the agricultural heartland of NSW. (Credit: Krista Eppelstun)

The Riverina is the agricultural heartland of NSW. Over five days, Vintage Rail Journeys takes passengers through the region to experience its celebrated produce, wines and local history. Travelling in a loop through the Central West, guests can sample sweets at the Junee Liquorice & Chocolate Factory, housed inside a former flour mill, tour an olive grove alongside a second-generation olive farmer, and enjoy tastings at family-owned wineries where the grapes are harvested mere metres away.

The Riverina is also a region shaped by passionate local historians. The Fairground Follies museum in Bowral houses one of the world’s largest collections of mechanical music and carnival memorabilia – a riot of colour and nostalgia tucked away where you’d least expect it. Meanwhile, Temora Rural Museum offers a glimpse into the history of everyday life in rural NSW. It’s home to the NSW & ACT Ambulance Museum (yes, a museum within a museum), packed with ambulances that span the past 120 years (including horse-drawn!). And seeing it all aboard a vintage train makes it feel not just like you’re visiting history, but living inside of it.

North Coast

Forest Sky Pier
Take in the views from Forest Sky Pier. (Credit: Destination NSW)

This five-day journey is all about ocean views and slowing down in tune with the rhythm of coastal life. As you make your way north from Sydney, the water is never too far from sight, whether Vintage Rail Journeys is tracing the Gloucester River or travelling alongside sweeping stretches of coastline. You’ll want to sit by a window as the train passes through the Coffs Harbour region – it’s one of the most scenic stretches of the whole journey.

Guests can also disembark at Coffs Harbour to take in the beauty of the Great Dividing Range at the Forest Sky Pier – a surreal lookout point that looks like a runway disappearing into the sky. The train continues onward to Byron Bay, where guests can disembark to explore the iconic beach town at their own pace. And on the return journey to Sydney, keep your eyes peeled for dolphins – they’re known to frequent the Kooragang Wetlands near Newcastle, which guests visit on a lunch cruise on the final day.

Golden West

winery experience in new south wales
Jump off the train for a winery experience. (Credit: Krista Eppelstun)

Travelling through the Golden West by rail is like stepping into a Frederick McCubbin painting – a nod to the golden era of rail travel. This five-day journey evokes the era of Australian Impressionism, passing through some of the country’s most painterly landscapes while tracing a path through history.

Starting in Sydney, the train makes its way to the Hawkesbury River, where the train crosses a historic rail bridge over the bronze, glassy waters below. Guests disembark here to cruise the brackish inlet aboard a historic postal boat before returning to the train to continue into Gold Rush country. Ahead lie grand heritage towns and historic estates, including the 1870s Abercrombie House in Bathurst.

Special event journeys

meal onboard Vintage Rail Journeys Southern Aurora train
Enjoy all-inclusive dining and beverages on the way to special events. (Credit: Krista Eppelstun)

Regional NSW is home to some truly one-of-a-kind events, and Vintage Rail Journeys offers a memorable way to get there. Planning a trip to the Bathurst Repco 1000? Vintage Rail Journeys’ special itinerary combines accommodation, dining and transport into one seamless experience. Guests take the scenic route to Bathurst, where the train becomes a unique home base for the event, complete with transfers, all-inclusive dining and beverages, and three days of reserved grandstand seating before returning to Sydney Central Station.

For something a little more playful, guests can also join fellow Elvis enthusiasts on a special overnight journey to Parkes for the town’s iconic annual Elvis Festival. It’s a vintage rail journey – with a little added rock ‘n’ roll.

Step back into the golden age of rail travel at vintagerailjourneys.com.au.