09 Jul Southern Highlands Wine Tours: World-Class Wineries in Luxury and Style

The Southern Highlands is one of Australia’s most celebrated cool-climate wine regions, producing exceptional cool-climate varieties – including Pinot Noir, Chardonnay, Riesling, Shiraz, and Sauvignon Blanc – that rival some of the country’s finest. Nestled approximately 130 kilometres south-west of Sydney, the Southern Highlands encompasses the picturesque townships of Bowral, Berrima, Mittagong, Moss Vale, and Robertson, each surrounded by boutique wineries, cellar doors, acclaimed restaurants, and breathtaking countryside.

For wine lovers visiting from Sydney or based in the region, a Southern Highlands wine tour with a professional chauffeur is the ultimate way to experience everything this extraordinary destination has to offer. At Enroute Corporate Cars, we provide premium, private Southern Highlands wine tours that are tailored entirely to your preferences – the wineries you want to visit, the pace you want to travel, and the experience you want to have.

Why the Southern Highlands Is Australia’s Premier Wine Day-Trip Destination

The Southern Highlands wine region benefits from an altitude of between 600 and 900 metres above sea level, creating the cool temperatures and longer growing seasons that produce wines of remarkable elegance and complexity. The region is home to more than twenty boutique wineries and cellar doors, many of which offer intimate tasting experiences, vineyard dining, cheese boards, and behind-the-scenes winery tours.

Popular Southern Highlands wineries and cellar doors include Centennial Vineyards in Bowral, one of the region’s most celebrated producers of Chardonnay and Pinot Noir; Bendooley Estate, which combines a stunning working winery with the acclaimed Book Barn and Biota Dining; Tertini Wines in Mittagong, known for its exceptional cool-climate varietals and panoramic Highland views; and Artemis Wines and Silos Estate, both of which offer beautiful vineyard settings and memorable tasting experiences.

Beyond the wineries, the Southern Highlands offers world-class dining, antique and artisan shopping in Berrima, stunning gardens at Tulip Time and Corbett Gardens, and one of the most scenic drives available from Sydney. A Southern Highlands wine tour combines all of these experiences into a single, perfectly curated day.

Why Choose a Chauffeur-Driven Southern Highlands Wine Tour?

The most important reason to choose a chauffeur-driven wine tour is also the most practical: no one in the group has to be the designated driver. Wine tasting is best enjoyed without the constant awareness of how many glasses you have had. When you book a private Southern Highlands wine tour chauffeur with Enroute Corporate Cars, every member of your group – whether it is a couple, a group of friends, a birthday celebration, or a corporate entertaining day – can fully immerse in every cellar door experience without a single concern about the drive home.

Beyond the freedom to fully enjoy the wine, a professional chauffeur provides local knowledge, flexible scheduling, and an elevated experience from the moment you are picked up from your Sydney home or hotel. Our chauffeurs know the Southern Highlands roads, the best routes between wineries, and how to plan a seamless day that maximises your time at each cellar door.

Our Private Southern Highlands Wine Tour Experience

Every Southern Highlands wine tour with Enroute Corporate Cars is fully private and entirely bespoke. We do not run group coach tours with fixed schedules and strangers. Your vehicle, your itinerary, your pace, your experience. We pick you up from anywhere in Sydney – the CBD, Eastern Suburbs, North Shore, Parramatta, or any other suburb – and transport you to the Southern Highlands in a premium, climate-controlled luxury vehicle.

Depending on your group size, your chauffeur wine tour vehicle will be one of our flagship models: the Mercedes-Benz S-Class for couples or small groups seeking the ultimate in prestige; the BMW 7 Series for a contemporary luxury experience; the Audi Q7 or BMW X5 for groups of up to four; or the spacious Mercedes-Benz V-Class for larger groups of friends or family travelling together in complete comfort.

You choose the cellar doors you want to visit, how long to spend at each, and whether to include a long lunch at a vineyard restaurant. We handle everything else. Many clients combine a Southern Highlands wine tour with a stop in Berrima for lunch and a browse through the heritage village, or an afternoon at the iconic Bendooley Estate Book Barn.

Who Books Southern Highlands Wine Tours with Enroute Corporate Cars?

Our Southern Highlands wine tours attract a wide variety of guests. Couples celebrate anniversaries, birthdays, and special milestones with a private winery day in the Highlands. Groups of friends mark milestone birthdays or hen’s parties with a day at the cellar doors. Corporate groups use the Southern Highlands wine tour as a premium client entertainment experience or team celebration. Visiting family and friends from interstate or overseas are introduced to one of Australia’s finest wine regions in genuine style.

The experience is also popular with visitors to Sydney who are looking for a private Sydney sightseeing tour chauffeur that extends beyond the harbour foreshore and into the spectacular countryside just a short drive from the city. Our chauffeured day tours Sydney portfolio includes the Southern Highlands wine tour as a flagship offering.

Booking Your Southern Highlands Wine Tour

Southern Highlands wine tours are available seven days a week, including weekends and public holidays. We recommend booking as early as possible for weekend and spring dates – particularly during the Tulip Time festival in late September and October, when the Highlands attracts visitors from across the country and demand for private wine tour chauffeur services peaks significantly.

Contact Enroute Corporate Cars on 02 8088 3050 or visit enroutecars.com.au to discuss your preferred wineries, group size, and ideal departure time. Our booking team will put together a personalised Southern Highlands wine tour package and provide you with a clear, all-inclusive quote.

Book your Southern Highlands wine tour with Enroute Corporate Cars – call 02 8088 3050 or visit enroutecars.com.au for an instant quote.