Wildlife, Wineries and History || Luxury Private Tour From Sydney

The Southern Highlands blends, native Australian wildlife, cool-climate elegance, pastoral charm, and rich history. Your day begins in Berrima, a village of sandstone cottages and colonial character. The road then leads through rolling farmland to Mount Ashby Estate, known for Italian-style cuisine, local wines, and a homestead framed by art and stables. The scenery shifts at Fitzroy Falls, where forested cliffs drop into deep valleys. From there you continue to Bendooley Estate for a cheese and wine tasting among lakeside vines and manicured grounds. In Bowral, boutique and antique stores offer a slower rhythm and a glimpse into the region’s craftsmanship. The day concludes at Boscobel Farm, our private sanctuary among forest and pasture, where wild kangaroos graze nearby. A day of beauty, taste, history, and gentle wilderness.

Itinerary

1. This Southern Highlands tour offers a peaceful journey through vineyards, villages and bushland. Begin in historic Berrima, where sandstone buildings and early colonial stories set a calm tone for the day. Continue to Bendooley Estate for a tasting of cool climate wines accompanied by a charcuterie board featuring regional produce. Lunch follows at Mount Ashby Estate, a boutique vineyard with French inspired charm, antiques and sweeping paddocks. In the afternoon, a forest walk leads to a striking waterfall surrounded by towering gums and cool air. The tour then moves to Bowral for boutique shopping and antique stores that reward unhurried wandering. The final stop is Boscobel Farm, a quiet property with open fields and grazing kangaroos. A private picnic is prepared for you, offering a simple and distinctly Australian scene as the day comes to a gentle close. This experience blends fine wine, nature and history in an unhurried and authentic way. (10h 0min)