
Best Southern Highlands Wine Tours from Sydney
Explore the lush vineyards and charming villages of the Southern Highlands with a curated wine tour departing from Sydney. This scenic day trip offers travelers an unforgettable escape into New South Wales's premier wine region, featuring tastings at boutique wineries, historic estates, and gourmet local produce. Whether you are seeking a romantic getaway, a group adventure, or a relaxing culinary experience, compare top-rated tours from multiple operators to find the perfect itinerary. Discover unique attractions like Mount Gibraltar, heritage sites, and seasonal harvest events that define this beloved destination. Book your ideal wine tasting excursion today and enjoy seamless travel arrangements tailored to your preferences.
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Explore the Southern Highlands with a mobile-first tasting pass that combines prepaid tastings, spend credit, and engaging local stories into a self-guided adventure. Choose five tasting experiences from a selection of local vineyards, distilleries, bakeries, and artisan producers, and get $20 cred...
- $20 credit to put toward select purchases/food (rules apply per venue)
- Bonus perks from participating partners (offers vary)
- 5 tasting experiences to choose from across participating Southern Highlands producers
- Self-guided multimedia tour content (short videos and local stories) via the Smartvisit app
- Transport to/from participating producers
- Additional food and drinks not included in the pass
- Staff gratuities
- Bendooley Estate Winery
- Eden Brewery
- Mrs Oldbucks Pantry
- Peppergreen Estate
For a full refund, cancel at least 24 hours before the scheduled departure time.
This is your day. No large group of strangers in a bus. No set itinerary. Peter has been a resident of Bowral for many years and can recommend special spots for lunch and boutique wineries where the cellar masters can welcome you personally. We can also arrange half-day tours if requested. All detai...
- Tour Guide
- Southern Highlands Visitor Information Centre
- Southern Highlands
For a full refund, cancel at least 24 hours before the scheduled departure time.
Discover the Mid North Coast on a relaxed boutique wine and craft beer tasting tour through Port Macquarie and the Hastings region. This small-group or private tour visits carefully selected boutique wineries and a local craft brewery, showcasing cellar door wine tastings and craft beer experiences...
- Tasting Fees
- Port Macquarie
For a full refund, cancel at least 24 hours before the scheduled departure time.
Elevated amongst the vines and overlooking Cocoparra National Park; our cellar door is the essential friendly stop over when visiting the Riverina region. Proudly awarded Riverina’s ‘Best Small Cellar Door’ by Gourmet Traveller Wine Magazine; our views, friendly team and architecturally designed cel...
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Frequently Asked Questions
Get answers to the most common questions travelers ask before visiting.When comparing options across booking platforms, prices generally fall between $138 and $533, with a median cost of around $272. While you may see listings starting as low as $64 or going up to $1,017, the bulk of tours sit in that mid-range. This variation usually reflects differences in group size, vehicle type, and whether meals are included.
Most tours last between 4 and 10.4 hours, with a median duration of about 9 hours. Since these are full-day experiences rather than quick stopovers, you should plan to be away from your accommodation for most of the day. The longer durations typically allow for multiple winery visits and lunch stops.
Yes, private tours are the dominant format here. Roughly 65% of the options we compare (13 out of 20) are private tours. This high share means you can often book a vehicle exclusively for your party, offering more flexibility on timing and pacing compared to joining a larger group.
The most common inclusions are a guide (70% of options) and hotel pickup and drop-off (30%). About a third of tours also include meals, while entry tickets to wineries are included in roughly one-fifth of the listings. It is worth checking the specific itinerary because transport is not guaranteed in every option.
Transportation is split fairly evenly among three main methods: Bus (25%), Car (25%), and Private Vehicle (25%). Minivans and walking tours make up the remaining share. If you prefer a more intimate setting, look for the car or private vehicle options, whereas buses accommodate larger groups.
Flexibility is widely available. Approximately 80% of the options we compare (16 out of 20) offer free cancellation. This makes it relatively easy to book ahead without worrying about strict non-refundable policies, provided you check the specific terms of the listing you choose.
The aggregated sentiment is overwhelmingly positive, with an average rating of 4.96 stars across 182 pooled reviews. Travelers frequently describe the trips as entertaining, beautiful, and wonderful experiences. Most people highly recommend them for the quality of guides and the scenic nature of the Southern Highlands region.
Take the Airport Link train for a direct, fast route. It costs around $19 AUD and takes about 13 minutes.
Yes, the tap water is safe and meets high quality standards. You can fill your bottle directly from the faucet.
Use an Opal card for trains, buses, ferries, and light rail. Fares cap daily, making it cost effective for tourists.