Southern Highlands day tours
Tucked between Sydney and Canberra, the Southern Highlands offers a refined escape filled with vineyard views, cool-climate wines, historic villages, and country gardens. Ideal for wine lovers, couples, and weekend adventurers, our luxury chauffeur-driven day tours deliver a relaxing and elegant experience through this picturesque region of New South Wales.
Explore heritage towns, cellar doors, and forested escarpments — all without the hassle of maps, traffic, or parking.
Fleet options for Southern Highlands day tours
Enjoy a handpicked chauffeur fleet built for comfort and style:
- Executive sedans – Mercedes and Audi for 1–2 guests
- Luxury SUVs – Roomy and elevated, ideal for small groups or longer drives
- Premium people movers – For groups of 5–7 guests with ample space for wine boxes and comfort stops
- Formal black vehicles – For proposal tours or anniversary celebrations
All vehicles include bottled water, climate control, and professional, discreet drivers.
Who our Southern Highlands tours are ideal for
- Couples on a romantic weekend escape
- Wine enthusiasts or foodies wanting tailored tastings
- Families seeking a slower-paced day outside Sydney
- Overseas guests who want to see more than just the city
- Corporate guests looking for a countryside off-site or client entertainment
Explore the region: vineyard, village, and heritage routes
Vineyard and cellar door trail
- Cool-climate wineries with boutique tastings
- Cheese and local produce pairings
- Possible lunch stops at vineyard restaurants or garden cafés
- Popular with guests connecting via our Hunter Valley day tour for a broader wine experience
Historic towns and villages
- Bowral, Berrima, and Mittagong – heritage streetscapes, antique shops, bookshops
- Stop by Bradman Museum or Corbett Gardens (seasonal tulip displays)
- Berrima Gaol and Courthouse (heritage walking areas)
Visit Southern Highlands for local event calendars and maps.
Scenic and botanical escapes
- Fitzroy Falls lookout and short bushwalks
- Mount Gibraltar for panoramic views
- Optional detour to Illawarra Fly Treetop Walk for aerial rainforest strolls
Custom pickup and return flexibility
Enjoy complete convenience with return travel from:
- Sydney CBD and metro areas
- Northern Beaches, North Shore, Eastern Suburbs
- Wollongong or South Coast accommodation
- Airport and cruise terminals
Early morning pickups and twilight returns are available, with multiple rest stops along the way as needed.
FAQs about Southern Highlands day tours
How far is the Southern Highlands from Sydney?
Approximately 90 minutes by private vehicle, depending on traffic and route.
Can we request winery bookings or restaurant stops?
Yes, we can recommend or pre-book trusted cellar doors and dining venues at your request.
Is this tour suitable for children?
It’s more suited to adults, but family-friendly stops like bushwalks and cafes can be included.
Can the tour include both vineyards and villages?
Absolutely — we design the day around your interests and timing.
Are there extra fees for extended tours?
Standard day tours are 8–10 hours. Additional time can be added with advance notice.
Book your luxury Southern Highlands experience
Leave Sydney behind for a day of heritage charm, rolling vineyards, and relaxed elegance — all with door-to-door chauffeur service.
Contact Sydney Eleanor Hire
Phone: 0410 167 100
Email: sales@sydneyeleanorhire.net.au
- Licensed & Verified
NSW BSP: 409639
- Driver Authorised (TfNSW Certified)
- Annual Certificate of Inspection
- Secure Booking via RideMinder