Sydney: Aboriginal Heritage, Colonial History and Wines Tour
Bowral - Mittagong, Sydney
Immerse yourself in true Australian culture in the Southern Highlands, from ancient Aboriginal heritage and art to rolling countryside, elegant wineries, and refined rural charm.
This private luxury tour explores the Southern Highlands of New South Wales, ideal for wine lovers and history enthusiasts seeking a refined countryside experience.
Highlights
- Picnic with a gourmet charcuterie and cheese platter in Sutton Forest
- Explore historic villages and early colonial Australian stories
- Private tastings at Southern Highlands cool-climate wineries
- Travel in comfort on a fully private, expertly guided tour
Description
The Southern Highlands offers cool-climate wines, pastoral landscapes, and rich colonial history. The tour starts in Berrima, a well-preserved colonial village with sandstone cottages and historic inns reflecting early Australian settlement.
From Berrima, travel through rolling farmland to Mount Ashby Estate, a relaxed vineyard featuring French-inspired cuisine and elegant homestead surroundings with art and stables.
Next, visit Fitzroy Falls to view forested escarpments plunging into deep valleys, contrasting the gentle countryside nearby. Then continue to Bendooley Estate for a curated cheese and wine tasting by lakeside vineyards and manicured gardens at one of the region’s finest cellar doors.
In Bowral, time is provided to explore boutique shops and antique stores that reflect the Highlands’ craftsmanship and sophistication. The day finishes at Boscobel Farm, a private sanctuary amidst forest and pasture, where an elegant picnic is served as wild kangaroos graze nearby.
This tour combines fine wine, landscape, historic insight, and understated luxury throughout the day.
Includes
- Wine tastings
- Hotel pickup and drop-off in Sydney
- Picnic setup with charcuterie and cheese platter
- Cold Australian beers
- Campfire experience
- Kangaroo encounter
- Bush walk
- Scenic views over valleys
Excludes
- Meals other than the picnic
- Personal expenses
Important Information
- The experience is rustic and immersive
- Guests will learn about the region’s colonial history
- Offers an escape from Sydney’s typical tourist routes
Easy cancellation
Cancel up to 24 hours before the tour for a full refund.
For the best experience, book in advance and bring comfortable walking shoes and weather-appropriate clothing.