THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Spend a day tasting cool‑climate wines in the Southern Highlands, visiting boutique estates, historic villages and estate restaurants. This private tour from Sydney bundles transport, guided tastings and a relaxed country lunch.
Spend a day tasting cool‑climate wines in the Southern Highlands, visiting boutique estates, historic villages and estate restaurants. This private tour from Sydney bundles transport, guided tastings and a relaxed country lunch.
You step off the coach as cool air skates across rows of vines; the Southern Highlands opens like a page of well-kept history, each cellar door offering a different chapter. The day unfolds across gently rolling hills, sandstone villages and boutique estates where tasting rooms spill sunlight and local staff guide you through pinot, chardonnay and small-batch blends.
Verified experiences and guided adventures in the surrounding area.
Operated by Kookaburra Sydney Tours · Bowral, New South Wales
You step off the coach as cool air skates across rows of vines; the Southern Highlands opens like a page of well-kept history, each cellar door offering a different chapter. The day unfolds across gently rolling hills, sandstone villages and boutique estates where tasting rooms spill sunlight and local staff guide you through pinot, chardonnay and small-batch blends.
The region’s viticulture rides on a cool-climate microclimate shaped by elevation and remnant Wianamatta shale over sandstone. European settlement in the 19th century left stone bridges and Georgian buildings in Berrima; by the late 20th century winemakers had found the Highlands’ seasonality ideal for elegant, acid-driven wines.
Culturally the area balances rural farming traditions with artisanal producers—olive oils, cheese and books at local estates complement cellar-door hospitality. Expect convivial tastings at Centennial Vineyards, PepperGreen and Bendooley, plus a boutique stop like Artemis; lunch options vary from long-table estate meals to cozy pubs in Bowral.
Practically, this is a guided, private vehicle day trip from Sydney (~1.5 hours each way) and lasts most of the day. Wear layers for breezy mornings and warm afternoons, bring a capacity for standing during multiple short tastings, and plan transport—your tour includes return to Sydney but you’ll want water and sun protection for courtyard tastings.
This itinerary is ideal for couples or small groups seeking relaxed tasting, local context and seamless logistics—an accessible introduction to one of New South Wales’ most refined wine landscapes.
Yes—the tour offers pickup and drop‑off in Sydney CBD; confirm your exact pickup point at booking.
Tastings are included; the standard itinerary visits three to four cellar doors with a lunch stop at an estate or pub.
Non-drinkers can still enjoy the scenery and food; however the operator does not recommend this tour for pregnant travelers due to multiple alcohol tastings.
Yes—communicate dietary needs when booking so estates can prepare suitable lunch options.
Kookaburra Sydney Tours operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
You step off the coach as cool air skates across rows of vines; the Southern Highlands opens like a page of well-kept history, each cellar door offering a different chapter. The day unfolds across gently rolling hills, sandstone villages and boutique estates where tasting rooms spill sunlight and local staff guide you through pinot, chardonnay and small-batch blends.
You step off the coach as cool air skates across rows of vines; the Southern Highlands opens like a page of well-kept history, each cellar door offering a different chapter. The day unfolds across gently rolling hills, sandstone villages and boutique estates where tasting rooms spill sunlight and local staff guide you through pinot, chardonnay and small-batch blends.
The region’s viticulture rides on a cool-climate microclimate shaped by elevation and remnant Wianamatta shale over sandstone. European settlement in the 19th century left stone bridges and Georgian buildings in Berrima; by the late 20th century winemakers had found the Highlands’ seasonality ideal for elegant, acid-driven wines.
Culturally the area balances rural farming traditions with artisanal producers—olive oils, cheese and books at local estates complement cellar-door hospitality. Expect convivial tastings at Centennial Vineyards, PepperGreen and Bendooley, plus a boutique stop like Artemis; lunch options vary from long-table estate meals to cozy pubs in Bowral.
Practically, this is a guided, private vehicle day trip from Sydney (~1.5 hours each way) and lasts most of the day. Wear layers for breezy mornings and warm afternoons, bring a capacity for standing during multiple short tastings, and plan transport—your tour includes return to Sydney but you’ll want water and sun protection for courtyard tastings.
This itinerary is ideal for couples or small groups seeking relaxed tasting, local context and seamless logistics—an accessible introduction to one of New South Wales’ most refined wine landscapes.