What's On at Cupitt's Estate

MARCH - 14th, 21st, 28th

APRIL - 4th, 8th, 11th

MAY - 2nd, 8th

AUGUST - 14th, 28th

NOVEMBER - 6th, 17th

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

Ease into the weekend with the soulful sounds of Alex Clark!

Join us for an evening of acoustic magic as Alex delivers a mix of timeless covers and heartfelt originals. Sit back, savour a delicious dinner, and soak in the stunning South Coast views while enjoying the perfect laid-back atmosphere.

Secure your spot now for a night of great music, great food, and great company! 

LetHarmony Dyerset the mood for a perfectSaturday eveningwith her soulful vocals and captivating melodies. As the sun sets over the Wine Garden, soak up the relaxed atmosphere with a glass of wine in hand and a delicious dinner on the table. Whether you're unwinding from the week or making the most of your weekend, this is the ideal way to spend your Saturday night.

Relax into Sunday afternoon while enjoying the warmth of Michael Maglis's acoustic stylings. Michael will entertain you with his fresh, warm melodic and dynamic original music & 'like a versions'. Add great food and flowing wine, and you’ve got the perfect end to your weekend. Book your table now to join the fun!

Join us Saturday for a sunset session with Jason Norris in the Wine Garden!

Soak in the golden hour vibes from 5 PM to 8 PM as acoustic musician Jason Norris sets the perfect mood with his soulful melodies. Sip on a glass of your favourite wine, enjoy a delicious dinner, and unwind in our beautiful outdoor setting.

The perfect way to welcome the weekend—see you there!

Join us for an afternoon of great vibes with All the Fuss in the Wine Garden!

Perfect for a laid-back Sunday with a touch of fiesta—grab a glass of wine, enjoy a delicious lunch, and soak up the sunshine with friends. It’s the perfect way to wrap up the weekend.

Settle in for a Saturday with Ziggy, a standout solo artist known for his high-energy performances and masterful musicianship. Blending intricate guitar work, rhythmic beats, and soaring vocals, he creates a rich, layered sound using a loop pedal.

Join us 5PM to 8PM for an evening of live music, great food, and the perfect backdrop to unwind as the sun sets.

Experience an unforgettable afternoon of live music with Ziggy McNeill, whose dynamic performances combine virtuosic guitar solos, layered loops, and rhythmic beats. With a sound inspired by the likes of Tommy Emmanuel, Ziggy’s vibrant and contemporary style will have you mesmerised.

Join us for a relaxed Sunday in the Wine Garden, where great music meets delicious food and stunning South Coast views. Music starts at 12:30 PM—don’t miss out!

Get ready for good vibes this Sunday from 12:30PM to 3:30PM

Horse Drawn Cadillac will be bringing their soulful sound to the Wine Garden for an unforgettable afternoon. Grab your mates, enjoy a long lunch, and let the music set the perfect tone for a relaxing vibe.

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.

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 Sunday, 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.

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!