Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting 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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Free cancellation up to 24 hours before. 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 Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting Tour worth booking?
Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting Tour is a 9-hour experience in Sydney, Australia, from $379 per person. It scores 63 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 9 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 63 / 100
- Rating
- 5/5 (9)
- Duration
- 9 hours
- From
- $379 per person
This Sydney Wine Tour takes you to the picturesque Southern Highlands Wine region. On this wine tour you will explore the stunning countryside surrounding the Bowral and Mittagong areas which is only a 90 minutes from Sy
What you get
About this experience
This Sydney Wine Tour takes you to the picturesque Southern Highlands Wine region. On this wine tour you will explore the stunning countryside surrounding the Bowral and Mittagong areas which is only a 90 minutes from Sydney CBD! Throughout the day you will enjoy award winning wines, incredible views and scenery plus sample cheese and local produce platters as well as enjoy a glass of wine and delicious one-course meal at a popular local restaurant. You will hear from passionate professionals about their boutique local wines, get tasting tips and discover for yourself what makes this region so unique. The Southern Highlands wine region is known as a cool climate wine growing district. Here the grapes ripen slowly producing very elegant and distinctive tasting wines. Our Sydney Wine Tour can be by private charter so your group will have exclusive use of the vehicle and driver for the duration of your wine tour. OR requested to 'Join A Tour' to reduce the price per person.
What's included
Included
- In-vehicle air conditioning
- Alcoholic beverages
- Door to door service from Sydney at an address or location you nominate
- Snacks
- Lunch
What you'll see and do
Tertini Wines
On this Wine Tour from Sydney we will visit 3 different Southern Highlands Wineries and enjoy wine tasting experiences at each. Tertini Wines is one of our favourite venues due to their friendly and informative, but casual cellar door where you can enjoy premium internationally awarded wines. Along with these awards they have recently been awarded a 5 star rating from the James Halliday Wine Companion placing them among the top producers in the country. Included in their range is a signature single vineyard Cool Climate Pinot Noir, Riesling and Chardonnay along with some rare Italian varieties including Lagrein and Arneis . Their grape production includes only handpicked, hand pruned practices. When you complete your booking form there is a section for you to nominate your preferred venues. If you don’t mind where you head to (as long as it’s amazing of course), then leave it up to us and we will use our knowledge and experience to coordinate a great day!
60 minutes here · Admission included
Centennial Vineyards
On this winery tour you may visit Centennial Vineyard or one of the many other fanatstic wineries in the Southern Highalnds WInery Reions. Centennial is also one of our favourites as it is the Southern Highlands first 5-Star winery, having won over 1000 awards in Australian and International wine shows. Centennial Vineyards cellar door showcases an extensive range of quality wines, guaranteed to please any palate.
Pass by without stopping
Eling Forest Winery
Included in your tour in a delicious one course lunch with glass of wine (option to upgrade to 2 or 3 courses available) which is usually served at Eling Forest Winery. It has one of the prettiest views in the Southern Highlands. Enjoy a unique dining experience as you overlook the green rolling hills of the Southern Highlands area.
90 minutes here · Admission included
Bendooley Estate Book Barn
Bendooley Estate Cellar Door is one of the most requested venues in the Southern Highlands. On this tour we visit a third winery after lunch to enjoy another wine tasting experience. It may be at the stunning Bendooley Estate, or could be at another very popular local winery, depending on venue availability at the time of booking. When you complete your booking form there is a section for you to nominate your preferred venues. If you don’t mind where you head to (as long as it’s amazing of course), then leave it up to us and we will use our knowledge and experience to coordinate a great day!
60 minutes here · Admission included
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Kenny Escapes Food and Wine Experiences
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
Photos
What travelers are saying
Outty’s summary of the themes that recur across 9 traveler reviews. Written by us, not quoted from reviewers.
The guide
8 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
7 mentionsThe tastings and food stops are a highlight for most reviewers.
Organization
3 mentionsPickup, timing, and logistics are described as running smoothly.
Traveler reviews
9 verified traveler reviews for Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting Tour. Ratings and reviews provided by Viator and Tripadvisor.
Shout out to Roman
Roman was such an excellent driver on our wine tour! Friendly, professional, and knowledgeable, he made the day both enjoyable and relaxing. Highly recommend him for anyone looking for a wonderful wine tour experience!
via Tripadvisor
The perfect hens activity
Nicole at Kenny Escapes was a delight to deal with and she went above and beyond to help me plan the perfect day for my best friends hens. Our bus driver Roman was kind, patient and had a great laugh with us. The whole experience was lovely and we had the best day!
via Tripadvisor
Great time!
We went on the wine tour around Berry for a hens party weekend with Kenny Escapes. Even though the weather wasn't great we had a wonderful time and our driver Val was lovely and very accommodating. Overall we had a great time!
via Tripadvisor
Great tour company!!
Kenny escapes were very professional. They were able to adapt the tour to our needs and our requests. Our driver Joe was awesome. This was my second tour with them.
via Tripadvisor
Fantastic, bus driver ‘Guy’ made the day , gentleman
Guy the driver made our trip, what a gentleman and legend. Lovely day, great trip. Beautiful part of Australia, delicious wine
via Tripadvisor
Good to know
- Duration
- 9 hours
- Free cancellation
- Up to 24h before
- 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
- Solid Choice
Why this scores 63
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Sydney.
How much does Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting Tour cost?
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Prices start at $379 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 Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting 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 Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting Tour worth it?
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It holds an Outty Ranking of 63 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 9 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Sydney, and how flexible the cancellation terms are.
Can I cancel or reschedule Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting Tour?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting 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 Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting 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 Wine Tours Sydney - Southern Highlands Day Escape, Full Day Wine Tasting 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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