Private Tour
Available languages
10 hours
Mobile ticket
Escape Sydney and the crowds to discover this pristine region just south of Sydney. Depart the city through stunning national parks and with sweeping coastal drives before climbing up the escarpment through rainforest into the Southern Highlands. A visually striking and varied day trip for the discerning traveller who likes the road less travelled.
Suitable for all physical fitness levels
Wheelchair accessible
Operates in all weather conditions, please dress appropriately, closed shoes
For a full refund, cancel at least 24 hours before the scheduled departure time.
Hotel pickup and drop-off
National Park fees
Bottled water
Private tour
Driver/guide
Port pickup and drop-off
Live commentary on board
Lunch
Gratuities
Alcoholic drinks (available to purchase)
Select a pickup point
Southern Highlands Private Tour from Sydney - Waves, Waterfalls and Wineries Enjoy pick up at your hotel, cruise ship terminal, airport or anywhere that suits. Your private vehicle and local Sydney guide will collect you to begin your magic day trip out of the city. Depart Sydney to the south through Australia's oldest national park and along stunning coastal highways, with short stops along the way to soak in the views and grab a coffee if needed. Climb up the lush Illawarra Escarpment into the Southern Highlands with an optional stop at a private native animal refuge to meet some wallabies, kangaroos and wombats. Continue on through charming towns towards the towering Fitzroy Falls for a short stroll along the clifftops where we may spy the elusive superb lyrebird. From here we head through a perfectly preserved Georgian era township towards lunch which is usually at a fabulous boutique winery for fresh local cuisine paired with wines and a tasting opportunity to find out more about the local cool climate vineyards. Depending on timings we then either head on to visit another winery or into the charming town of Bowral to discover local cheese and chocolate. We then start our way back towards the city via a more direct route to have you back to the hotel in time for your evenings plans. Tour pricing includes fully guided touring for approx 10 hours, pick up and drop off, national park entry fees, refreshments and wifi on board. Lunch and any entry fees would be additional and can be paid on the day.
Pickup included
9 reviews
Total reviews and rating from Viator & Tripadvisor
stephaniesV2849GN,
Mar 24, 2025
- Review from Tripadvisor
My sister was visiting me from the US, and we had the best day ever! Scott is the most knowledgeable person ever about the Sydney area, he has an anecdote or history for everything. And he is funny and so kind! Anytime I have a visitor from the US, a tour with Scott is going to be on the itinerary.



Enviro200,
Mar 8, 2024
- Review from Tripadvisor
Undoubtedly the best tour guide company in Sydney, we had 2 full days with our personal guides ( Blue mountain tour & Southern highlands tour) and we couldn’t have been more delighted, the guides were knowledgeable, prompt, flexible and most importantly lovely people. I would recommend this company 100%
Hopstick,
Sep 18, 2023
- Review from Tripadvisor
I booked fairly last minute and everything was smooth sailing. Scott contacted me the night before to confirm pick up time and see if I had any pressing questions or requests. The vehicle for the day was very comfortable and the air con was much needed since it was extremely hot out. The provided water certainly came in handy. Scott certainly has eagle eyes, pointing out wildlife and even pulling over so we could watch a whale breaching while on the way to one of the parks. The views are stunning. With having gone on a Monday many businesses are closed but it never felt like I was missing out on anything. Lunch was delicious and the wines were great. No part of the drive was boring or uncomfortable. Scott is fun to chat with and knows a lot about the history of the area. More than enough stops if you need the toilet as well if that's something you need to think about. If I am back in Sydney, I will certainly be looking up another tour.




EdNevis,
Jun 20, 2023
- Review from Tripadvisor
Great time at the Southern Highlands. As it was winter, it was cooler by 2 or 3 degrees with the temp at the city. The blast of wind greeted us at Bald's Hill. Oh!, what a view. We had breakfast at Audley Dance Hall at the Royal National Park. It was such a pleasant atmosphere. We also had lunch at Bendooley Estate and it was another memorable experience. We went with Scott when we were at Sydney last year (2022) and it was a no-brainer going again with him on this tour as well as the one to Port Stephens. Thanks, Scott for being a great and friendly guide. The 6 of us always enjoyed our comfortable ride in your Land Rover Discovery. We would never have seen or enjoyed the food at the places you took us to.
Claire J,
Aug 13, 2022
- Review from Tripadvisor
Booked the southern highlands winery tour from sydney for a group of 13 for my 30th birthday. Had a wonderful day. Scott was our guide and organised everything and kept us on schedule so all we had to do was relax and taste all the wines. Would definitely use this company again for future events.
hannahjmckenna,
Mar 5, 2022
- Review from Tripadvisor
Scott was a fantastic host. Nothing was too much trouble and we were able to have so much fun. He had organised the day really well and was very accommodating even when I few of us joined at the last minute. Thanks Scott!
tahad207,
Dec 9, 2021
- Review from Tripadvisor
Southern Highlands Wine Tour Best company too book with for Southern Highlands Tour. I booked a birthday wine tour with Scott in the Southern Highlands and had a great time. Scott was very professional, knowledgeable and friendly during the entire process. Our tour guide Lloyd was fantasic, he made the day fun and we really enjoyed our day. Would recommend to others!
troyanne,
Oct 31, 2019
- Review from Tripadvisor
Scott thanks for the great day touring in Australia! I picked this tour becuase it got us out of the city and into some of the areas tourists don't usually get to go. I loved that it offered water and mountain site visits - and wine :-) Thanks for sharing all your knowledge of the area and entertaining us for the day. Would definitly recommend this to anyone who wants to see some of the hidden gems of Sydney area.
simonpinkney,
May 14, 2019
- Review from Tripadvisor
Scott makes everything easy. From the initial booking and follow ups he was a pleasure to work with. The perfect host for a wonderful day out around Sydney, He picked us up from our Sydney hotel right on time and then took us through what to expect from the day and asked if we wanted to tweak anything. Then we headed out towards the Highlands. Scott is very knowledgeable about all things Sydney, its history and the landscape. He gave us insights into every part of the city that we drove through with great detail on how the city was founded, grew and the prospects for the future. We wandered around the coast line taking in the various bays that are abundant in the area with Scott telling us the local history and pointing out the key parts. His eye for detail is good and he made sure we didn't miss the small things which you normally would pass over. As we entered the royal parks he told us about the various sites and animals, trees and flowers that we could expect to see and took us to some stunning views of the bays. Pointing out Black Cockatoo's, Lyrebirds, heron's and a multitude of other animals. He also told us about the local plants and how they survive in the region and deal with fires. The walk around Fitzroy Falls was perfect. Stunning views of the area and not to be missed. We skipped the wine and settled on a local pub for lunch. Great choice.....The Surveyor Inn. If you get the chance have lunch here. The we headed back into Sydney and Scott drove us around the back roads and into Bondi and the various beaches around the city. After that was a slow meander back towards the hotel taking in some brilliant views of the port and wharf from the heads. I would highly recommend Scott. He is relaxed, easy to talk to and has in depth knowledge of his city, its history and was able to answer all our questions about the local wildlife the environment and general life in Sydney. A great personality that will show you the best spots and keep you apart from the large tour groups.

Operated by Your Sydney Guide