About this tour
A 10-hour private tour through the Southern Highlands south of Sydney, threading together colonial villages, working estates and bushland reserves. Start in Berrima's sandstone streetscape, taste Italian wines at Mount Ashby, walk forest trails above Fitzroy Falls, sample cheese and wine at Bendooley's lakeside vineyard, browse Bowral's galleries and antique dealers, then finish at Boscobel Farm where kangaroos roam the paddocks. Guided throughout in a luxury vehicle with tastings and snacks included.
Highlights
- Colonial cottages and shopfronts in Berrima village
- Mount Ashby's Italian wines paired with estate views
- Fitzroy Falls' forested gorge and cliff lookouts
- Bendooley Estate cheese tasting among vineyard rows
- Wild kangaroos grazing at Boscobel Farm sanctuary
What to expect
You'll cover roughly 100 kilometres of Southern Highlands back roads in a comfortable private vehicle, stopping to walk short distances at scenic spots and through small towns. Wine and cheese tastings happen at working estates where you'll meet staff and learn their production methods. The pace is unhurried—expect conversation and exploration rather than rushed sightseeing. Terrain is gentle; walks are brief and on maintained paths. The landscape rolls between farmland, forest and vineyard, with glimpses of wildlife including native birds and grazing kangaroos. Bring a light jacket as highlands weather shifts quickly.
Good to know
Lunch isn't included, though the guide can suggest village cafés. Mobile service is patchy beyond main towns. Wear comfortable walking shoes for gravel and grass sections. The final stop at Boscobel involves paddock walking where kangaroos may be near—they're shy and rarely approach.
Tour sold and operated by Viator via Viator. Descriptions on this page are original BugBitten summaries written by our team — not copied from the operator. Prices and availability are confirmed at checkout.