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.

Frequently Asked Questions

The tour features visits to historic villages, private wine tastings at Southern Highlands wineries, and a gourmet picnic in Sutton Forest.
The tour begins in Berrima, a well-preserved colonial village in the Southern Highlands of New South Wales.
Tour durations vary; check the website for current details and timing.
Yes, the private luxury tour accommodates solo travelers seeking a personalized experience.
Yes, transportation in a fully private vehicle with an expert guide is included.
Yes, private tastings at Southern Highlands cool-climate wineries cater to all levels of wine knowledge.
The Southern Highlands offer year-round appeal, but spring and autumn are ideal for mild weather and vineyard visits.
Reservations are included with your tour booking; no separate reservation is needed for the picnic.
Yes, the tour explores early colonial Australian stories through visits to historic villages and landmarks.
You can book this private luxury tour online; check the website for the most current availability and options.

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