Blissful Break is the perfect gift for someone who deserves time to slow down, reconnect and enjoy the best of life at Cupitt’s Estate. Think quiet country mornings, vineyard views, gourmet touches and the simple joy of switching off together.

OUR BLACK FRIDAY SALE IS OVER FOR 2025

However, you still have an opportunity to save on some fabulous wines.

Unfortunately, this event has been cancelled due to low numbers.

Christmas on the South Coast feels easy and bright, so we’re celebrating it with our Sunset Christmas Sessions at Cupitts. Harmony will be singing Christmas favourites, the kids can enjoy face painting and letters to Santa, and there’s Christmas sangria and a family photo booth for everyone. It’s a relaxed evening on the lawn made for friends, families, and neighbours. Join us on 12 or 19 December and settle in for a simple, feel good slice of the season.

Join Bangalay Dining and Cupitt’s Estate for a NSW Wine Month dinner celebrating the best of the South Coast. Co hosted by Michelle Bishop and Libby Cupitt, the evening pairs a five course tasting menu by Chef Simon Furley with a selection of Cupitt’s Estate wines. Expect fresh spring flavours, coastal produce and relaxed conversations about the wines poured through the night. It’s an intimate event that brings together two local favourites for a night of good food, bright wines and genuine hospitality. A lovely chance to enjoy the South Coast at its best.

An Italian escape… right here in the Milton countryside.

Includes a welcome drink, six courses and six wines

Date & Time: Wednesday 12 November 2025, 6pm | Tickets: $200 per person - Location: Cupitt’s Estate, Ulladulla NSW

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Celebrate the First Fiano Day – 17 October

We’re joining the party for Australia’s first Fiano Day! Fiano is an ancient Italian grape that has found a natural home in Australia, and our Fiano comes from the Hilltops region in NSW, where the climate is ideal for Italian varieties. It’s versatile, vibrant and food-friendly, whether crisp and citrusy with oysters or textural and nutty with pasta and chicken. No wonder it’s one of the fastest-growing grapes in the country. To celebrate, we have a special offer for 1 week only!

NSW Wine Month at Cupitt’s-This November we’re celebrating NSW Wine Month a showcase of the state’s best wines and producers.Find us at Sydney Cellar Door on 8–9 November at The Rocks, where you can taste wines from across NSW and meet the makers. Pre-purchase your festival pack to skip the queue. Then on 12 November, join us at the Estate for a special dinner with David Lowe (LOWE wines) and Kim Currie (Zin House) enjoy six Italian varietals, six courses, one unforgettable night.

We have launched a spring menu that celebrates South Coast living with seasonal dishes designed for sharing. Showcasing the best of NSW — from Yamba prawns and Hawkesbury Sommerlad chicken to Riverina beef, Gundagai lamb, and Ulladulla-caught tuna and snapper — every plate is crafted to pair with Cupitt’s wines and spark connection at the table.

Cupitt's has a fresh new look this spring. Our wines now sit in three families: Signature, Classic and Festive, each with its own style. Featuring artwork by local artist Alicia Birch, every bottle reflects the beauty of the South Coast and our passion for small-batch winemaking.

When visiting the South Coast for a vacation we want you to have the best gourmet getaway as possible. We compiled a list of the best places for coffee and breakfast in the Milton, Mollymook and Ulladulla region. Here are all the south coast cafés that serve great coffee and eats. 

The Cupitt Family and the Cupitt Team have put together a guide to inspire your next visit to the stunning South Coast. There is so much to explore.

We are hosting the Festival Launch Dinner on September 6. Every weekend from 6 to 28 September 2025, the NSW South Coast will be buzzing with creativity, flavour and connection as the Meet the Makers Festival returns to Milton and the surrounding region

Join Head Winemaker Wally Cupitt for 'The Winemakers Way', a behind-the-scenes vineyard and winery experience as part of the 2025 Meet the Maker Festival. You’ll explore Cupitt’s Estate from vine to wine, finishing in our wine cave with a guided tasting of six new release wines, a museum wine and a grazing platter to share. Ask questions, hear stories, and enjoy a relaxed afternoon immersed in the world of winemaking. Tickets are $80pp. Runs Saturday 13 September at 2pm. Book early to receive a bonus take-home bottle from our collection. Adults only.

Slow down, stretch out, and enjoy the good life with our Midweek Escape Package to Cupitt’s Estate. Enjoy 40% off when you stay three mid-week nights or more — plus breakfast essentials, barista coffee, and vineyard views to help you truly unwind.

Fewer crowds, more moments.

Available Sunday to Thursday until 15th December 2025.