A Day In The Vineyards || Luxury Private Winery Tour From Sydney

Planning a trip around Sydney and craving a taste of Australia’s cool-climate wine region? This luxury private winery tour through the Southern Highlands might just be what you’re looking for. While we haven’t done it ourselves, the glowing reviews and detailed itinerary paint a clear picture of an experience packed with spectacular scenery, excellent tastings, and charming villages.

What catches our eye? First, the focus on small-group intimacy and personalized service—there’s something special about a day tailored to your group’s pace. Second, the wide variety of stops—from historic villages to lush vineyards—offers a well-rounded look at this lesser-known wine region. On the flip side, a point to consider is the price point of around $411 per person, which might feel steep if you’re on a tight budget. But for lovers of wine, scenery, and a relaxed, well-organized day out, this could be a really worthwhile splurge.

This tour feels like a great fit for those who enjoy a good mix of wine, scenic views, and cultural spots without the hassle of planning it all themselves. It’s especially suited for travelers looking for a luxurious, guided experience that highlights the best of Southern Highlands in a seamless way. If you’re after an indulgent day that combines taste, nature, and a touch of history, read on to see what this tour has in store.

Key Points

• Private and intimate tour experience, only your group participates.
• Includes wine tastings and snacks, with an optional picnic at the end.
• Beautiful stops like Berrima, Mount Ashby Estate, Fitzroy Falls, and Bowral.
• Ideal for lovers of scenic drives, wine, and local charm.
• Around 10 hours long, making it a full-day getaway.
• Cost is $411.52 per person, offering a boutique experience that’s worth the price for many.

Exploring the Southern Highlands in Style

This private winery tour from Sydney offers an elegant way to explore one of New South Wales’ most picturesque regions. The Southern Highlands combines peaceful countryside, historic villages, and lush vineyards, making it a natural choice for a day trip that mixes relaxation with discovery. The tour is designed to maximize your experience while keeping things comfortable and hassle-free.

For many travelers, the biggest draw is the chance to visit exclusive wineries and enjoy tastings that they might not stumble upon on their own. The tour kicks off early at 8:00 am, giving you plenty of time to soak in the sights, sounds, and flavors. And because it’s a private experience, everything feels more tailored and relaxed—no crowded buses or rushed visits.

What Makes This Tour Stand Out?

Two things stand out right away. First, the guided insight into the region’s history and local culture, thanks to knowledgeable guides like Sam, who’s highly praised for his care and expertise. Second, the variety of stops, each offering a different flavor of the Highlands—from the historic sandstone charm of Berrima to the lakeside elegance of Bendooley Estate. These diverse locations keep the day interesting and give you plenty of photo-worthy moments.

Detailed Itinerary Breakdown

Stop 1: Berrima – The Historic Village

Your day begins in Berrima, a village known for its well-preserved colonial architecture and sandstone buildings. We love the way this setting immediately transports you to a quieter, more charming era. Walking around Berrima gives a sense of stepping back in time, with the added bonus of plenty of little cafes and shops. It’s a peaceful start that sets a relaxed tone for the day.

Stop 2: Bendooley Estate – Lakeside Vines and Tasting

Next, you’ll head to Bendooley Estate, which offers a laid-back yet upscale atmosphere. Here, you’ll enjoy wine tastings among lakeside vines and manicured gardens. The reviews highlight that the wine tastings are paired with regional cheeses or charcuterie, giving you a full flavor experience. Many visitors mention that the estate’s beautiful grounds make for wonderful photos and a serene setting to savor each sip.

Stop 3: Mount Ashby Estate – French-Inspired Charm

The tour then moves to Mount Ashby Estate, a boutique vineyard with a French-inspired vibe. It’s both charming and intimate, with a homestead surrounded by paddocks and antiques. You’ll get to enjoy a French-style lunch—a highlight for many—yet note that lunch is not included in the tour price, so you may want to bring some extra snacks or plan to purchase at the estate.

Stop 4: Fitzroy Falls – Forest Walk and Waterfall

After lunch, the scenery shifts dramatically. A walk to Fitzroy Falls reveals forested cliffs, lush greenery, and a stunning waterfall. Visitors rave about the cool air and towering gums, which make this a refreshing break from the vineyards. It’s a chance to stretch your legs and enjoy nature without leaving the region’s peaceful vibe.

Stop 5: Bowral – Boutique Shopping and Antiques

In the afternoon, the tour takes a leisurely turn into Bowral, a town famous for its charming boutiques and antique stores. Here, you can wander at your own pace, discovering handcrafted goods or simply soaking in the relaxed country town atmosphere. Many reviews mention how unhurried and enjoyable this part is—a perfect way to unwind before the day wraps up.

Final Stop: Boscobel Farm – Picnic and Wildlife

The day concludes at Boscobel Farm, a private sanctuary set among forests and pastures. The highlight? A picnic under wide country skies, with wild kangaroos grazing nearby. The reviews praise the experience as a peaceful, picturesque finish to a day filled with beauty, taste, and gentle wilderness.

What’s Included and What’s Not

You’ll get snacks and wine tastings included in the price, which helps to keep the day flowing smoothly. The lunch, however, is not included, so you might want to bring some extra snacks or plan to dine at one of the estate restaurants. The tour is a full 10 hours, so be prepared for a leisurely, full-day experience.

This is a private tour, so only your group participates, which is perfect if you’re looking for a more personalized, intimate outing. Pickup is offered, adding to the convenience.

How Does It Value Out?

At about $411.52 per person, this tour isn’t cheap, but it offers a comprehensive, curated experience that feels luxurious. The reviews suggest that guides like Sam make a big difference, providing insights and care that elevate the day beyond just visiting wineries. For those who value guided small-group tours with quality tastings and beautiful scenery, the cost can seem justified.

If you’re a wine enthusiast or someone who loves discovering charming villages and scenic spots without the stress of planning, this tour provides a smooth, enjoyable way to do it all. It’s especially appealing if you appreciate a relaxed pace and a touch of luxury.

Who Is This Tour Best For?

This experience works beautifully for couples, friends, or small groups seeking a laid-back day with excellent wine, picturesque scenery, and cultural touches. It’s perfect for those who don’t mind a full, 10-hour day and are happy to pay a premium for a private, guided adventure. If you’re looking for a family-friendly activity, keep in mind that the focus on wine tastings may not be ideal for young children, but older kids with an interest in nature and scenic stops could still enjoy parts of it.

Final Thoughts

This private winery tour offers a well-rounded look at the Southern Highlands, with a good balance of wine, scenery, and local history. The guides are praised for their knowledge and care, making the experience feel personalized and special. Expect beautiful stops like Fitzroy Falls and Bowral, and enjoy the relaxed pace that lets you truly savor each moment.

While the price tag might give some pause, many find the quality of the experience—combined with the comfort of private transport and expert guidance—well worth it. It’s a perfect escape for anyone who loves good wine and stunning landscapes, and who appreciates a day thoughtfully curated to showcase the best of this lovely part of Australia.

FAQ

Is lunch included in this tour?
No, lunch is not included. The tour features wine tastings and snacks, but you’ll want to bring some extra provisions or plan to eat at Mount Ashby Estate if you prefer a sit-down meal.

How long is the tour?
The tour lasts approximately 10 hours, making it a full-day adventure that covers multiple stops and scenic areas.

Is the tour suitable for children?
While most travelers can participate, this tour mainly focuses on wine tastings and adult experiences. Kids interested in scenery and nature, like Fitzroy Falls, may enjoy parts of it, but it’s not specifically family-oriented.

What’s the group size?
It’s a private tour, so only your group will participate, ensuring a more personalized experience.

What is the price per person?
The tour costs around $411.52 per person, which reflects the premium, curated nature of the experience.

How do I book?
You can book through the provider, The Australian Adventure Company, with options for free cancellation up to 24 hours in advance.

If you’re craving a comfortable, scenic, and wine-filled day out of Sydney, this tour offers a lovely way to unwind and explore. Just remember to bring your camera, a sense of curiosity, and an appetite for beautiful views and good local wine.