On Saturday 21 June, we're honoured to welcome one of Australia’s most respected and beloved voices in food, Stephanie Alexander AO, to Cupitt’s Estate for a sold-out evening of stories, flavour, and community celebration.

We’re thrilled to share that Cupitt’s Estate has won Wedding Venue – Winery at the Shoalhaven & South Coast Wedding Industry Awards!

A huge congratulations to Clare, our incredible Wedding Coordinator, who was awarded 3rd place for Best Wedding Coordinator. We’ve always known she’s the best, and now it’s official (almost)!

Thank you to all the couples who voted and shared their special day with us. Your support means the world.

Celebrating 18 Years of Cupitt’s Estate

What began as a simple dream—plant vines, raise cattle, and open a small restaurant in an old creamery—has grown into a thriving, family-led destination known for wine, hospitality, and connection. In this heartfelt reflection, founder Rosie Cupitt looks back on 18 years of evolution: from humble beginnings to a bustling estate with a winery, restaurant, fromagerie, boutique villas, and more. Through challenges and change, the philosophy has remained the same—wine first, always with care. This is a story of community, creativity, and what’s possible when you lead with heart (and a good glass of Chardonnay).

Stay, Sip & Learn This Winter at Cupitt’s Estate

Ready to level up your wine knowledge this winter? Cupitt’s Estate is teaming up with South Coast Wine Academy to offer the ultimate Stay & Learn experience. Join us for a WSET Level 1 Award in Wines course—three relaxed Monday evenings starting 14 July, featuring expert-led tastings and a globally recognised qualification. Pair it with a stay in our cosy vineyard villas, complete with fire-side wines and misty morning views. It’s an immersive getaway where you’ll sip, study, and savour the best of the South Coast. Limited places available—book now and drink it all in.

Join us during Meet the Makers Festival for something a little different, a hands-on wine experience that finishes with a long lunch and your own blend poured at the table.

Chardonnay is having a comeback, and we’re here for it. At Cupitt’s Estate, we love how this versatile grape can be bright and coastal or creamy and complex, depending on how it's grown and made. It pairs beautifully with almost everything, showcases our cool-climate winemaking style, and never fails to surprise. Whether you're sipping it by the fire or pouring it over a long lunch, Chardonnay delivers every time. Explore five reasons we love this classic varietal—and shop our Chardonnay Day packs online or in-store.

Join us at Cupitt's Estate forConversations with Simon Marnie,an intimate long lunch celebrating one of Australia's most beloved broadcasters. This special event features a seasonal three-course feast, a fireside chat hosted by Rosie Cupitt, and personal reflections from Simon as he shares stories from his two decades on ABC Radio. It will be a relaxed afternoon of great food, thoughtful conversation, and connection.

Ever wondered what happened to the Fromagerie at Cupitt’s? While cheesemaking is no longer part of our daily rhythm, Rosie Cupitt’s passion for artisan cheese lives on. Inspired by the traditions of France and Italy, Rosie created cheeses that showcased the South Coast’s rich produce and terroir. On Friday 16 May, she’s sharing her story and expertise inThe Art of Cheese & Wine– a one-off masterclass exploring cheese and wine pairings, home cheesemaking tips, and the joy of handcrafted food. This intimate event is perfect for curious food lovers keen to reconnect with Rosie’s delicious legacy.

Winter at Cupitt’s Estate is all about connection, comfort and community. From mid-May, we’re introducing a seasonal series of relaxed, locally-minded dining experiences:Pasta e Vino Thursdaysfor a cosy date with wine pairings and handmade pasta;Family Fridays, a no-fuss night out with pizza, drinks and kids’ entertainment; andWine Down Sundays, inspired by the Italian tradition of La Domenica, offering long lunches or casual picnics. Designed for locals looking to embrace the slower pace of winter, these experiences celebrate great food, good wine, and the joy of time well spent.

Looking for a relaxed, elegant way to celebrate your wedding in 2025? OurIntimate Wedding Packageis perfect for elopements, micro-weddings, and small gatherings filled with great food, beautiful wine, and stunning vineyard views. Available Monday to Friday with a reduced minimum spend of $10,000, this exclusive offer includes canapes hour, reception in our award-winning restaurant, seasonal food and beverage packages, and access to photo locations across the estate. With optional extras like luxury accommodation and styling upgrades, it’s everything you need for a meaningful celebration — without the pressure of a full-scale wedding. Book by 30 June 2025.

Join us at Cupitt’s Estate on 22 May forLa Dolce Vita— a night celebrating the sweet life, South Coast style. As part of Shoalhaven’s Celebration of Food Month, we’re hosting a collaboration dinner with local legends Lagom Bakery, Milk Haus, Mountain Ridge Farm, and Duro Pasta. Expect three beautiful courses, a glass of Cupitt’s wine, and plenty of stories, laughter, and connection. Seats are limited — come celebrate slow food, great wine, and even better company.

Mother’s Day is just around the corner, and at Cupitt’s Estate, we believe the best gifts aren’t things — they’re experiences. This year, treat Mum to a day filled with great food, fine wine, and precious time together. Whether it’s a long, leisurely lunch in our Dining Room, a wine tasting adventure, a relaxing stay in our Villas, or a gift voucher for her to create her own memories, we have the perfect way to celebrate. Make this Mother’s Day unforgettable — full of laughter, connection, and the joy that comes from simply being together.

Wellness & Wine at Cupitt's Estate offers a soulful South Coast escape where balance is the ultimate luxury. Guests can find plenty of options in Mollymook, Ulladulla and Milton to unwind with yoga, Pilates, massages, beach walks, and infrared saunas before indulging in wine tastings, vineyard tours, and long, seasonal lunches. With a thoughtfully curated guide to local wellness experiences—from massage to movement and everything in between—the retreat blends relaxation and indulgence in perfect harmony. Whether it's a solo reset or a weekend away with friends, this is your invitation to slow down, reconnect, and enjoy life's simple pleasures in the heart of wine country.

Easter at Cupitt’s is all about good food, shared stories, and wines that bring people together. From seafood lunches on Good Friday to long roast lamb feasts on Sunday, we’ve pulled together our favourite wine pairings to match each moment. Whether it’s our citrusy Chardonnay with prawns, Rosé alongside veg-forward sides, or a glass of Botrytis Viognier with your Easter eggs, these wines are made for connection. Plus, we’ve created a limited Easter Wine Pack to make your celebrations even easier.

Because wine always tastes better with the people you love.

This May, the Shoalhaven comes alive with the Autumn Celebration of Food — a month-long festival of flavour, connection and creativity. From 1 May to 15 June, explore farm-fresh produce, wine tastings, artisan markets, live music and more across the region. Join us at Cupitt’s Estate forThe Art of Cheese & Wine, an intimate hands-on experience led by Rosie Cupitt. Whether you're planning a Mother’s Day escape or simply craving great food and wine, this is the perfect time to slow down, explore, and savour the season.