Classic Car Self-Drive Adventures Around Sydney
Explore Sydney and beyond at your own pace in one of our iconic classic cars, each with its own personality and story. Whether you’re winding along coastal roads, climbing the escarpment to the mountains, or cruising through vineyard valleys, these cars make every kilometre memorable.
(clicking on the maps open the route in Google Maps – replace “Parramatta” with your cars location for greater accuracy)
One-Day Classic Drives around Sydney
1. Royal National Park and Sea Cliff Bridge Loop
Distance: ~250–300km
Drive from Parramatta toward the Royal National Park, then follow Lawrence Hargrave Drive over the stunning Sea Cliff Bridge with uninterrupted ocean views. Continue along winding coastal roads through clifftop scenery before looping back toward Parramatta.
This classic Sydney circuit blends sweeping highway, scenic coastal panoramas and relaxed touring — perfect for a timeless, memorable drive in a classic car.
2. Hawkesbury Countryside and River
Distance: ~180–230km
Cruise from Parramatta through Dural and Glenorie toward Wisemans Ferry, where sandstone cliffs meet the Hawkesbury River. Cross by ferry and follow the winding riverside road to historic St Albans. Gentle bends, quiet countryside and a timeless village destination make this the perfect relaxed classic-car drive — unhurried, scenic and made for enjoying every note of the engine.
3. Blue Mountains Day Escape
Distance: ~200km round trip
Head west on the Great Western Highway toward the Blue Mountains. Stop at lookouts above the Jamison Valley and enjoy lunch in Leura village or the historic Medlow Bath hotel . The crisp mountain air and wide, sweeping mountain roads are perfect for a classic self-drive.
Return to Sydney at sunset through quieter countryside for a memorable day out.
4. Northern Beaches Loop
Distance: ~150–200km
Start north toward Palm Beach via Pittwater. Cruise Pittwater Drive, then follow the coast south to walk toe Long Reef Headland. Then onto the second most famous beach in Sydney – Manly Beach – before returning.
Top down, sea breeze in your hair — a perfect summer drive.
Three-Day Classic Touring Adventures
3-Day Itinerary A – Coast, Vineyards & Mountain Views
Day 1 – Sea Cliff & Southern Highlands
Sydney → Sea Cliff Bridge → Wollongong → Macquarie Pass→ Southern Highlands (Bowral/Berrima).
Ocean views, cliff drives and relaxed country touring.
Day 2 – Kangaroo Valley & Shoalhaven Coast
Southern Highlands → Kangaroo Valley → Berry → Jervis Bay.→ Shoalhaven Coast→ Kiama.
Winding valley roads, lush landscapes and coastal vistas. Overnight by the water.
Day 3 – Return to Sydney via Robertson
Berry → Robertson → Sydney.
A quieter inland route with farmland views and historic towns.
3-Day Itinerary B – Mountain Passes, Lookouts & Mount Panorama Race Circuit
Day 1 – Blue Mountains Plateau
Sydney → Katoomba → Scenic World Lookouts → Blackheath.
Giant’s Tablelands, valley lookouts and quiet scenic roads.
Day 2 – Lithgow & Capertee Valley
Blue Mountains → Lithgow → Capertee Valley.
Australia’s second-largest valley, expansive farmland and wide horizon country roads. Great for photos and discovery.
Day 3 – Return Via Bells Line of Road
Capertee → Bells Line of Road → Bilpin → Sydney.
Twisty mountain road with orchard views, cafes and afternoon tea stops.
Best Cars: White Lightening, Charley, Penelope for engaging roads and scenic views.
Why Classic Self-Drive Around Sydney?
- Freedom to explore at your own pace
- Wide variety of road types – ocean, mountain, river valley and countryside
- Great food, wineries, lookouts and cafés along the way
- Perfect for anniversaries, celebrations or bucket-list drives
- A car for every style – sport, touring, muscle or open-top British fun
Whether it’s the refined elegance of the E-Type, the visceral thrill of the Mustang GT-350, the precision of the Porsche, or the joy of a British roadster, these routes showcase Sydney’s spectacular landscapes in unforgettable style.
Collect your car. Choose your route. Enjoy the journey.
