Wine Wine Fine Dine

Wine, Wine, Fine Dine is a premium day tour through the cool-climate wine country of the Southern Highlands, just 90 minutes from Sydney or Canberra. The journey begins with a tasting at Centennial Vineyards, one of the region's largest producers, followed by time to explore the historic charm of Berrima Village, voted NSW's Top Small Tourism Town.

Next, sample elegant wines and estate-grown olive oil at PepperGreen Estate, then settle in for a long lunch at your choice of top-tier restaurants—from vineyard dining at Bendooley Estate or Centennial, to the exclusive Citizen Kanebridge Lodge, or alfresco fare at Harry's on Green Lane.

The afternoon continues with a final tasting at boutique Cherry Tree Hill, renowned for award-winning Riesling, Pinot Noir, and sparkling wines.

Optionally, upgrade your return to Sydney with a 35-minute helicopter flight, taking in the lush Highlands, dramatic coastline, and sunset over Sydney Harbour for an unforgettable finish.

This is the ultimate escape for wine lovers and foodies—pairing scenic vineyards, exceptional cuisine, and country elegance in one indulgent day.

The afternoon continues with a final tasting at boutique Cherry Tree Hill, renowned for award-winning Riesling, Pinot Noir, and sparkling wines.

Optionally, upgrade your return to Sydney with a 35-minute helicopter flight, taking in the lush Highlands, dramatic coastline, and sunset over Sydney Harbour for an unforgettable finish.

This is the ultimate escape for wine lovers and foodies—pairing scenic vineyards, exceptional cuisine, and country elegance in one indulgent day.

Other tours by Experience Nature Group

Waterfalls, Wander and Wine

Waterfalls, Wander and Wine is a curated day trip from Sydney that captures the best of the Southern Highlands—nature, local flavour, and village charm. Departing at 8:00am, your adventure begins with a guided bushwalk to Belmore or Carrington Falls and Nellie's Glen. Nestled in Budderoo National Park, this pristine rainforest is rich with native wildlife and stunning escarpment views, with the option for a refreshing swim in summer. Next, enjoy a relaxed two-course lunch at Harry's on Green Lane, a botanical-inspired restaurant in Bowral, followed by time to explore the village and browse the eclectic treasures of Dirty Janes vintage market. In the afternoon, choose between a wine tasting at Centennial Vineyards—home to 35 varietals and a state-of-the-art winery—or a private martini tasting at SoHi Spirits, a boutique brand reimagining the classic cocktail. Wrap up your day with a relaxing return to Sydney by private vehicle—or elevate the experience with a 35-minute scenic helicopter flighttaking in the south coast and into Sydney at sunset. This immersive tour blends natural beauty, history, and gourmet experiences—perfect for travellers seeking a unique and indulgent escape, just 90 minutes from Sydney.

Discover Southern Highlands

Discover Southern Highlands is a curated day trip that combines nature, heritage, and indulgence—just 90 minutes from Sydney. Begin your journey at Fitzroy Falls with a guided walk along the East or West Rim tracks. Winding through pristine bushland and eucalyptus forest, the trail reveals breathtaking views of the Yarrunga Gorge and cascading waterfalls in Morton National Park. Next, step back in time in the 1830s village of Berrima, where heritage architecture, boutique shops, and country charm await. Then, settle in for a long lunch at PepperGreen Estate, where modern inspired cuisine is paired with premium cool-climate wines and estate-grown olive oil in a beautifully restored setting. Your afternoon continues with a wine tasting at Centennial Vineyards, one of the region's largest producers, offering over 35 varietals crafted onsite and in Orange, NSW. From sparkling flights to bold Shiraz, the tasting showcases the depth of Southern Highlands winemaking. Return to Sydney via luxury ground transfer—or elevate your experience with an optional helicopter flight over Bowral and the dramatic coastline, landing in Sydney Harbour at sunset. This tour blends the best of the Highlands—dramatic landscapes, gourmet food, local wine, and timeless village charm—all in one unforgettable day.

Truffle Hunt Day Tour

Truffle Hunt Tours with Wild Food Adventures offer a rare and immersive winter experience in the Southern Highlands—just 90 minutes from Sydney or Canberra. Available in June, July, and early August, this seasonal tour invites guests to explore the world of the elusive Black Perigord Truffle. Begin your day with a wine tasting at Centennial Vineyards, then journey to a local truffle farm where the adventure begins around open fire pits with a welcome refreshment and an introduction to truffle history and cultivation. Then, head to the truffière, meet the trained dogs, and take part in a hands-on hunt, unearthing aromatic treasures hidden beneath the soil. After the hunt, enjoy a truffle-themed lunch in a rustic barn overlooking the farm—complete with warm artisan bread, truffle butter, truffle brie and honey, and freshly shaved truffle quiche, paired with regional wines. The day continues with breathtaking views at Belmore Falls. This is the ultimate winter foodie escape—blending nature, culture, and indulgence in one memorable day in the Highlands.

Paddle, Dine & Vine

Paddle, Dine & Vine is an unforgettable Southern Highlands day escape that blends wild beauty, boutique wines, and gourmet food—just 90 minutes from Sydney or Canberra. Begin your morning gliding across the tranquil waters of the Kangaroo River from Beehive Point or Tallowa dam, where custom-built double-canoes take you into the heart of Morton National Park. This immersive experience features wild native canapés and cool-climate wines served mid-paddle, with views of sunken forests, towering sandstone escarpments, and the chance to spot azure kingfishers, eagles, wallabies, and more. After your river adventure, continue to the Southern Highlands for a two-course lunch at Mt Ashby Estate where French-inspired dishes are paired with estate-grown wines and countryside views. The afternoon takes you to Cherry Tree Hill, a boutique vineyard known for award-winning Riesling, Pinot Noir, and méthode traditionnelle sparkling wines, offering an intimate cellar door experience. Upgrade your return with a scenic helicopter flight—soaring over Bowral and Sydney's stunning southern coastline before descending into the Harbour City at sunset. This tour is perfect for couples or small groups wanting to combine soft adventure with luxury indulgence in one seamless day.

Luxury Lifestyle Tour

Luxury Lifestyle is the ultimate Southern Highlands escape, combining private air travel, exclusive experiences, and curated luxury in one unforgettable day—just 90 minutes from Sydney or Canberra. Begin with a scenic helicopter flight, soaring over Sydney's dramatic southern coastline before descending into the lush, secluded beauty of Kangaroo Valley, one of the world's only closed valleys. Land at an award-winning private estate set on 25 acres, where your day of indulgence begins. Be welcomed with a traditional smoking ceremony by a local Wodi Wodi Elder, then enjoy a rare, private koala encounter with a professional handler. A chef-prepared two-course lunch follows, created by Simon Evans of Bangalay Dining, known for his use of native and foraged ingredients. Expect dishes like barbecue barramundi in paperbark or kangaroo skewers, paired with premium local wines. In the afternoon, explore a hidden walking track through Kangaroo River Nature Reserve, discovering secret waterholes, swing bridges, and native bushland with a local guide. Return to the estate for a swim or relaxed downtime before departing. Choose to return by luxury vehicle or upgrade to a sunset helicopter flight over Sydney Harbour—ending your day in absolute style.

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