About this tour
A 10-hour private tour through the Southern Highlands combining wine tastings, heritage villages, and native wildlife spotting. You'll travel in a luxury vehicle with a guide through Berrima's colonial architecture, Mount Ashby Estate's Italian vineyard setting, Fitzroy Falls' dramatic cliff scenery, and Bendooley Estate's lakeside cellar door before finishing at Boscobel Farm where kangaroos roam freely. Suits couples, small groups, and anyone after a curated blend of regional food, wine, history and gentle nature without rushing.
Highlights
- Wine tastings at two estates — Mount Ashby and Bendooley among vineyard grounds
- Cheese pairing at Bendooley Estate overlooking manicured lake views
- Fitzroy Falls: forested cliffs and valley lookouts en route
- Berrima's sandstone village and colonial-era character stops
- Wild kangaroo spotting at Boscobel Farm private grounds
- Boutique shopping and antique browsing in Bowral township
- Luxury air-conditioned vehicle and private guide throughout
- Snacks included; pace allows unhurried exploration
What to expect
Your guide picks you up and drives you south into the Southern Highlands, starting in Berrima where you walk through colonial sandstone streets and absorb the village's historical character. You then head to Mount Ashby Estate for wine tasting and a look at its homestead and art collection, followed by a scenic stop at Fitzroy Falls to take in the cliff-and-valley landscape. Mid-afternoon you reach Bendooley Estate for a cheese and wine tasting in the grounds overlooking the lake and vineyards. After that, you have time to browse Bowral's boutique and antique shops at a relaxed pace. The tour wraps at Boscobel Farm, a private property where you can spot kangaroos grazing naturally in the surrounding forest and pasture.
What travellers say
- Diverse stops — wine, heritage, scenery, wildlife in one day
- Private guide and vehicle mean flexible pacing and personal attention
- Bendooley and Mount Ashby estates offer high-quality tasting experiences
- Fitzroy Falls provides dramatic natural scenery mid-tour
- Kangaroo spotting at Boscobel adds genuine wildlife element
- Lunch not included — plan ahead or budget separately
- 10-hour duration suits full-day commitment, not short itineraries
- Estate visits depend on opening hours and tasting availability
Themes summarised by our team from public information about this tour. Verify specifics on the operator's page before booking.
Good to know
This suits wine enthusiasts, history buffs, and couples or small groups wanting a gentle day away from Sydney without strenuous activity. It's accessible for all fitness levels, though the day involves some walking between locations and through villages — comfortable shoes are wise. Note that lunch is not included, so either eat beforehand or budget for a meal stop (the guide can advise). The tour runs 10 hours, so an early start and late finish apply. Prams and strollers are fine for infants; specialist infant seats are available. Peak season (spring and early autumn) can mean busier estate cellar doors. Snacks and wine tastings are included; public transport options exist nearby if you need alternatives.
Tour sold and operated by Viator via Viator. Descriptions on this page are original BookNow summaries written by our team — not copied from the operator. Prices and availability are confirmed at checkout.