Private Sydney South Coast to the Southern Highlands Tour
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Non-refundable booking. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 9 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Sydney South Coast to the Southern Highlands Tour worth booking?
Private Sydney South Coast to the Southern Highlands Tour is a 9-hour experience in Sydney, Australia, from $1950 per person. It scores 47 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 9 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 47 / 100
- Rating
- 5/5 (9)
- Duration
- 9 hours
- From
- $1950 per person
A private tour for 1-5 people, to magnificent beaches, great wineries, quaint cool towns, country pubs…
What you get
- On-board WiFi
- National Park fees
- Private tour
- All Fees and Taxes
- Transport by air-conditioned minivan
- Transport by private vehicle
About this experience
A private tour for 1-5 people, to magnificent beaches, great wineries, quaint cool towns, country pubs…
What's included
Included
- On-board WiFi
- National Park fees
- Private tour
- All Fees and Taxes
- Transport by air-conditioned minivan
- Transport by private vehicle
Not included
- Lunch
What you'll see and do
Bailey's Sydney Tours
Magnificent beaches, great wineries, quaint cool towns, country pubs… Begin with a drive through the secluded splendour of the Royal National Park, then come upon the spectacular Illawarra coastline (a little Big Sur) and take in the view from Bald Hill, walk the distinctive Sea Cliff Bridge and cruise Grand Pacific Drive in style. Next is the cute coastal town of Kiama with its harbour and blowhole, then on to the wineries of the Shoalhaven to sample their wares before lunch in the beautiful dairy town of Berry. Climbing up the escarpment to the Southern Highlands, we dip through rainforest, into quaint Kangaroo Valley and over historic Hampden Bridge. And finally, the majesty of Fitzroy Falls before heading back to the big smoke Beauty and history, this tour has beaches, scenery, wineries and plenty of quaint towns and country pubs, if that’s what takes your fancy
540 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- All sales are final. No refund is available for cancellations.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Baileys Sydney
Know before you go
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- A maximum of 6 people per booking
Photos
What travelers are saying
Outty’s summary of the themes that recur across 9 traveler reviews. Written by us, not quoted from reviewers.
Photo opportunities
7 mentionsThe views and photo stops come up again and again.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
5 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Traveler reviews
9 verified traveler reviews for Private Sydney South Coast to the Southern Highlands Tour. Ratings and reviews provided by Viator and Tripadvisor.
perfect way to discover Sydney
One of the best tours I've been on. The tour was very personal and adapted to our needs and interests. Peter Bailey was very knowledgeable and provided interesting and humourous commentary while still allowing us to make our own discoveries. Highly recommend.
Response from the operator: You legend, Gemma. I had a great day, and am very grateful for your review
via Tripadvisor
Waves Wine & Waterfalls!!! Couldn't be better!!!
GREAT personalized tour. David was knowledgeable and engaging. He obviously loves what he does. Not like some of those big tour company guides that just load you on and off a bus. He filled the driving time with great info and stats. The views and walks were incredible. The wine was FANTASTIC!!! Would do this tour again and again!!!
Response from the operator: I had a great day too, Omar, and I certainly enjoy doing this tour again and again :) Many thanks for your review and I hope you find yourself some sparkling shiraz in Florida!
via Tripadvisor
Brilliant day out!
We had a great day with Peter today going down the South Coast and back to Sydney via the Southern Highlands. We stopped at three fantastic wineries - Two Figs, Silos Estate and Cherry Tree Hill. On the way we had fantastic views as we travelled along the Grand Pacific Drive and through part of the national park. We stopped for a very good pub lunch half-way, and had a coffee stop with a view in the morning. Would very happily do this tour again. Thanks a lot, Peter!
Response from the operator: There's A LOT to do and see on this tour. And a number of options along the way also. So glad you all enjoyed yourselves yesterday. Thanks for your review, and I look forward to seeing you all again in the future
via Tripadvisor
Sublime Sunday Cruising the Coast & Country roads...
Ahhhh what bliss to be taken to such stunning locations by Peter. The drive through the Royal National Park was just lush before it lead us onto the coast and panoramic views over the Pacific Ocean. From there a quick walk took us over the impressive Sea Cliff Bridge - it's a marvel of engineering stunningly wrapping between the coast and the cliffs. Onto Kiama for harbourfront markets and the famous blowhole to round out the morning. Berry from here for a classic pub lunch and meander through the local quaint shops. There's something for everyone in this town. The afternoon was then spent exploring the gorgeous Kangaroo Valley, Fitzroy Falls, and Berrima. All quintessential Aussie places, yet all so unique. Amazing how different the landscape is just an hour or two out of Sydney. The tour is a lovely way to experience both the country and the coast, there's just no way you'd be able to self navigate this adventure so comfortably or knowledgeably - Bailey's snippets of information and stories made it all so much more enjoyable. We were surprised we'd covered so much ground, and seemingly effortlessly. We didn't feel like we'd been in the van much at all and there were plenty of options for walks and stops - Peter knowing where to get the best coffee, spot a wombat or stop for spectacular views. I'd definitely recommend organising a tour with Peter - he's easy-going yet so thoughtful like bringing us umbrellas when the rain came on one of our walks. He's exactly the kind of local guide you want. Thanks for a wonderful tour and for keeping us well clear of any nettles!
Response from the operator: Great photos, and lovely review too. Thank you. I'm glad we avoided the nettles also ;)
via Tripadvisor
Sweet Southern Sunday scenes
I had a wonderful day on this tour with a group of friends. Even though I have lived in Sydney all my life, Peter showed us sights I had never seen before. The coastline and view from Bald Hill were spectacular. We loved the walk along Sea Cliff Bridge and the rain and wind did not detract from our enjoyment. Peter was attentive to our needs but never intrusive. He was knowledgeable and happy to answer our numerous questions. The trip was tailored to our wishes and flexible in terms of how long we spent at each stop and where we wanted to stop. We were lucky to experience the Kiama markets on Sunday and there was time to pick up delicious local treats. We had a lovely lunch at Berry, travelled the winding bush road to Kangaroo Valley and then checked out the Fitzroy Falls. This was a perfect way to see the highlights of the South Coast and Southern Highlands. We could relax in the spacious, comfy van, enjoy the sights, our treats and each other’s company whilst Peter did all the hard work. Thank you Peter.
Response from the operator: There's always a feeling of satisfaction when introducing a local to new sights. Many thanks for your lovely review
via Tripadvisor
Good to know
- Duration
- 9 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 3
- Verdict
- Worth a Look
Why this scores 47
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Sydney South Coast to the Southern Highlands Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Sydney.
How much does Private Sydney South Coast to the Southern Highlands Tour cost?
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Prices start at $1950 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Sydney usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Sydney South Coast to the Southern Highlands Tour take?
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Plan for about 9 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Sydney is not rushed.
Is Private Sydney South Coast to the Southern Highlands Tour worth it?
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It holds an Outty Ranking of 47 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 9 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable food & drink in Sydney, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Sydney South Coast to the Southern Highlands Tour?
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No. This experience is sold on a non-refundable basis, so only book a date you are confident about. Similar experiences in the city do offer free cancellation if flexibility matters more than price.
Is Private Sydney South Coast to the Southern Highlands Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Sydney South Coast to the Southern Highlands Tour?
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Around 3 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Sydney can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Sydney and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.
Where does Private Sydney South Coast to the Southern Highlands Tour start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Sydney within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Sydney?
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On Outty we rank every Sydney experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include WILD Wombat and Kangaroo Day Tour, All Inclusive, Depart Syd: Blue Mountains Best All Inclusive with Local Guide, Blue Mountain Small Group Tour All Inclusive. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Sydney?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Sydney?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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