A thoughtfully paced two-day private journey combining Sydney’s iconic harbour city with the dramatic beauty of the South Coast. Designed for comfort, flexibility and a more personal way to explore, you’ll travel in a premium private vehicle while enjoying a seamless balance of city landmarks, coastal lookouts and relaxed seaside stops.
From celebrated harbour viewpoints and historic precincts to dramatic ocean cliffs, the Sea Cliff Bridge and charming coastal towns, each day brings a different side of New South Wales. The journey is carefully curated yet remains flexible, allowing time for photos, short walks and relaxed exploration throughout.
With door-to-door service and a personalised approach from beginning to end, this two-day experience offers a comfortable and effortless way to discover both Sydney and the South Coast in one complete private journey.
Designed as one complete private journey, this two-day experience offers better value than booking each day separately.
Your journey begins in Sydney, where iconic harbour landmarks, elegant city precincts, and coastal viewpoints come together in a day that feels polished, scenic, and easygoing. With private transport throughout, the pace remains flexible and comfortable, allowing time to take in the city properly rather than rushing between stops.
THE ROCKS
Drive through Sydney’s oldest neighbourhood, where sandstone streets, heritage buildings, and harbour views reveal the city’s earliest character.
PASS BY
SYDNEY OPERA HOUSE
Spend time around one of the world’s most recognisable landmarks, beautifully set on the harbour and ideal for memorable photographs.
Allow around 30 minutes
SYDNEY HARBOUR BRIDGE
Travel through one of Sydney’s defining harbourside settings, with sweeping views and a strong sense of the city’s waterfront energy.
PASS BY
PYLON LOOKOUT
Pause at a scenic harbour viewpoint in Kirribilli with stunning views of the Sydney skyline and Harbour Bridge.
Allow around 30 minutes
PARLIAMENT HOUSE OF NEW SOUTH WALES
Pass by one of Sydney’s oldest public buildings while your guide shares its historical and political significance.
PASS BY
MRS MACQUARIE’S CHAIR
Visit one of Sydney’s most famous viewpoints with postcard views of the Opera House and Harbour Bridge.
Allow around twenty 15 minutes
ST. MARY’S CATHEDRAL
Drive past this beautiful Gothic cathedral and surrounding historic precinct.
PASS BY
KINGS CROSS
Discover Sydney’s once-famous nightlife district and how it has evolved over time.
PASS BY
ROSE BAY
Enjoy scenic harbour views through this relaxed waterfront suburb known for seaplanes and coastal charm.
PASS BY
WATSONS BAY
Visit a coastal village at the entrance of Sydney Harbour with dramatic ocean cliff views at The Gap.
Allow around 20 minutes
DUDLEY PAGE RESERVE
Take in panoramic views over Sydney Harbour, skyline and iconic landmarks from this peaceful lookout.
Allow around 10 minutes
BONDI BEACH
Experience Australia’s most famous beach with time to explore, relax and enjoy the vibrant coastal atmosphere.
Allow around 30 minutes
The second day follows one of New South Wales’ most scenic coastal routes, where ocean views, clifftop lookouts and relaxed seaside stops bring a softer, more open feel to the journey. It is a beautifully paced day designed around comfort, flexibility, and time to properly enjoy the coastline.
ROYAL NATIONAL PARK
Travel south through one of the state’s most beautiful natural corridors, where bushland and coastline begin to open toward the ocean.
Allow around 30 minutes
WATTAMOLLA BEACH
Visit a peaceful coastal setting where lagoon, beach, and bushland meet in one beautifully scenic stop.
Allow around 30 minutes
BALD HILL LOOKOUT
Pause for sweeping views across Stanwell Park and the dramatic coastline below, one of the South Coast’s most striking vantage points.
Allow around 30 minutes
SEA CLIFF BRIDGE
Cross one of New South Wales’ most iconic coastal drives, where the bridge curves above the ocean against a backdrop of cliffs and open water.
Allow around 20 minutes
WOLLONGONG LIGHT HOUSE
Enjoy time by the water, where lighthouse views and open ocean scenery bring a relaxed and distinctly coastal feel.
Allow around 30 minutes
GERRINGONG OR SHELLHARBOUR
Depending on pace and preferences, the day may include time in one of the South Coast’s charming seaside towns, offering a gentler pause by the water.
Allow around forty 5 minutes
KIAMA BLOWHOLE
End the coastal day at one of the region’s best known natural landmarks, where waves and sea spray create a dramatic finish in a beautiful clifftop setting.
Allow around 30 minutes
Private luxury vehicle throughout the day
Private pickup and drop-off from hotels, cruise terminals, and airport locations
Local insight and personalised hosting throughout your experience
A flexible day shaped around your pace, interests, and preferred stops
Complimentary bottled water throughout the journey
Available on request for a safe and comfortable journey
Complimentary onboard WiFi for added comfort and convenience

DESERTS
We were unsure about booking a two-day private journey, but it turned out to be one of the best parts of our time in Sydney. Exploring the city on the first day and then heading down the South Coast on the second made the experience feel complete and beautifully balanced. The coastal drive, the Sea Cliff Bridge and the views near Kiama were real highlights, and everything was paced so well that nothing ever felt rushed. Our guide planned the days thoughtfully, gave us time to enjoy each stop properly, and made the whole journey feel smooth, comfortable and personal from beginning to end.
Yes. This is a fully private experience, and the pace, stops, and daily flow can be adjusted to suit your interests, comfort, and travel style across all three days.
No. Accommodation is not included, allowing you the flexibility to choose the hotel or stay option that best suits your preferences and budget.
Yes. This private three day experience is suitable for families travelling with children. The flexible schedule and private vehicle allow for a more relaxed pace across all three days, and child or booster seats can be arranged on request.
Pickup and drop off can be arranged from your Sydney hotel, airport, or cruise terminal, with the journey designed to begin and finish as smoothly as possible.
No. Meals, tastings, and any optional purchases are paid directly on the day, giving you the flexibility to choose what suits you best as the journey unfolds.
Starting From AU$1,729
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