What's On at Cupitt's Estate

APRIL - 17th (Dinner, Restaurant only)

MAY - 2nd, 8th

AUGUST - 14th, 28th

NOVEMBER - 6th, 17th

Cellar door is open from 9am for sales and 11am to 12:30pm for tastings

Kickstart your weekend with Alex Clarke’s acoustic set. With a mix of timeless covers and original tunes, Alex’s music creates the perfect atmosphere for a relaxed evening. Pair it with a delicious dinner and stunning South Coast views.

Don’t miss your chance—book your spot today!

Ease into the weekend with the soulful, melodic sounds of the Nat Liza Duo. Their relaxed acoustic vibes are the perfect soundtrack for a summer evening. Join us on the deck, grab a glass of wine, and soak in the sunset.

Join us this Easter Sunday from12:30pm – 3:30pmfor a relaxed afternoon of live music, delicious food, and award-winning wine — all set against our spectacular vineyard views.

We're thrilled to welcomeThe Stayers, known for their stripped-back, feel-good style that’s guaranteed to get you smiling and tapping your feet. Whether it’s their own tunes or songs by artists they love, The Stayers deliver well-crafted grooves and a laid-back vibe perfect for a sunny day among the vines.

Pair the tunes with our delicious pizzas, small bites, and a glass (or two) of something special — and you’ve got the makings of a perfect Easter Sunday.

Join us for a laid-back evening of live music at our Friday Sunset Session! Dave Newman will entertain you with his signature blend of classic acoustic hits and lively character.

Indulge in one of our famous pizzas, enjoy the stunning sunset over the mountains, and enjoy some toe-tapping fun!

Bookings are recommended to reserve your spot!

The Condiments, a Milton-based band, are bringing their eclectic and contagious sound of swing, jazz, rock and all sorts of bohemian flavours to Cupitt's this weekend.

If you like a little groove to your Saturday, bring your friends, book a table and enjoy a Saturday Session at Cupitt's.

Set the tone for your Sunday with All the Fuss. Their neo-soul, funk, and RnB grooves are guaranteed to elevate your afternoon. Pair the tunes with a chilled glass of wine and a hearty lunch—pure Sunday perfection 12:30 - 3:30PM.

Kick off your weekend with the captivating sounds ofAmy & I. This talented duo, featuring Simon Kinch and Amy Smith, blends acoustic folk, heartfelt harmonies, and a mix of favourites and originals for a truly mesmerising performance. With guitar, keys and seamless synchronicity, their music creates the perfect atmosphere for a relaxed Friday evening. Enjoy a delicious dinner, a glass of wine, and let the music ease you into the weekend.

Through their endless support and unconditional love, Mum's do it all! Show your admiration for the true superheroes of our world, and treat her to a wonderful day out at Cupitt's Estate.

Join us for an unforgettable afternoon with live music from Soul Tonic! Sunday from 12:30 to 3:30PM, spoil Mum with good vibes, great food, wine and beer, and fantastic company.

Book your table early to ensure you don't miss out. We can't wait to celebrate with you!

This event is an intimate, hands-on experience designed for food and wine lovers who appreciate artisanal craftsmanship. Guests will learn the principles of pairing wine with cheese while also getting insider tips on how to make cheese at home.

Ease into Sunday with The Castaways, an acoustic duo bringing a mix of pop, folk, country, and blues classics to the Wine Garden. Their warm, stripped-back sound sets the perfect tone for a relaxed afternoon. Sit back with a long lunch, a glass of wine, and great company as you soak up the music and the scenery.

Bring your Sunday to life with the smooth neo-soul, funk, and RnB grooves of All the Fuss. Their rich, rhythmic sound sets the perfect backdrop for a relaxed afternoon in the Wine Garden. Sip on a crisp glass of wine, indulge in a delicious lunch, and let the music carry you through the day. The ultimate Sunday unwind awaits.

Keith is an amazing Sydney soloist, and with his massive song list can appeal to all ages and covers all styles of music from rock to ballads. Keith's mesmerizing voice and ability to captivate audiences will make this Sunday Session unmissable. Book your table now to join the fun!

Groove your Sunday afternoon away with Minnie & The Moonrakers. Enjoy a lively, toe -tapping hybrid of fifties rock n' roll fused with swampy blues, swing and rockabilly from 12.30PM to 3:30PM.

Book your table in the Wine Garden for the full experience to finish off your Sunday and catch the tunes. We can't wait to see you there.

Spend your Sunday afternoon soaking up live music in the Wine Garden.

From 12:30 to 3:30 pm, Horse Drawn Cadillac will bring their rich, soulful sound to the stage, setting the scene for a perfect day out. Settle in with a long lunch, a glass of your favourite wine, and great company as the music carries you through a relaxing afternoon.

Make the most of your Sunday with us.

Stephanie Alexander AO is regarded as one of the greats of Australia’s food industry, a reputation earned through her thirty years as owner-chef of several restaurants, as the author of 20 influential books and hundreds of articles about food, and for her groundbreaking work in creating the Stephanie Alexander Kitchen Garden Foundation. Stephanie’s fifth book, The Cook’s Companion is an Australian classic and has sold more than 500,000 copies.

Join Stephanie and journalist Joanna Savill for an intimate evening of great stories and delicious food prepared in partnership with staff at Cupitt’s Estate as we head towards the 30th anniversary release of The Cook’s Companion in early 2026.

Warm up your winter with the grooves of All the Fuss. Their unique blend of funk and soul will brighten any chilly afternoon. Add great food and flowing wine, and you’ve got the perfect winter escape. Book your table now to join the fun!

Delight in the smooth sounds of Richard & The Lionhearts, set against the stunning backdrop of our vineyard, Burrill Lake, and the Budawang Mountains. From 12.30pm to 3.30pm, unwind on our lush estate grounds as talented musicians take the outdoor stage, offering the perfect soundtrack to your leisurely Sunday.

Secure your table now and make it a day to remember!

Join us for an afternoon of cruisy vibes and soulful tunes asSunday Lemonadetakes the stage for their Solo Sunday Session. With a mix of indie folk and roots, they'll have you tapping your toes and swaying along in no time.

Sit back, relax with a glass of your favourite wine, and enjoy a long lunch as the music sets the perfect tone for a laid-back afternoon in great company.

Join us for a Sunday of Toe-Tapping Tunes with Dave Newman!

Kick off your weekend with an unforgettable afternoon of live music as Dave Newman performs his signature blend of classic acoustic hits.

Enjoy one of our famous pizzas, take in the breathtaking sunset over the mountains, and unwind as the weekend comes to a close.

Booking is recommendedto secure your spot!

Cupitt's brings you a special comedy event with ???

We can't release all the details yet, but reserve the date for an evening of fun, laughter and most importantly wine!

Cupitt's dining room will be open exclusivley for guests attending this hilarious event!