What's On at Cupitt's Estate

FEBRUARY - 20th - (Private Events - Cellar Door open till 1pm)

MARCH - 5th, 6th, 13th, 20th, 26th - (Private Events - Cellar Door open till 1pm)

APRIL - 27th (ANZAC Day Public Holiday)

Spend your Sunday soaking up live music at Cupitt’s with the Jackee B Trio. Set against the stunning backdrop of our vineyard, Burrill Lake, and the Budawang Mountains, enjoy a relaxed afternoon of smooth vocals, acoustic guitar, and rich harmonies.

The trio will perform a mix of laid-back covers, providing the perfect soundtrack to your long lunch or afternoon drinks.

Live Music Sundays are a South Coast favourite- come see why!

Add a little fun to your Sunday afternoon with our Sunday Session featuring Dave Newman.

Settle in for a relaxed and uplifting end to the week as Dave brings his engaging charm and classic acoustic hits to the Wine Garden. Expect plenty of laughs, toe-tapping tunes, and the perfect laid-back Sunday vibe.

Gather your friends, grab one of our wood-fired pizzas and some bites to share, and enjoy a glass of Cupitt’s wine as you unwind into the evening.

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.

Join us on Sunday, for an unforgettable afternoon of live music from Horse Drawn Cadillac—bringing the heat with everything from gritty Chicago blues to Mississippi stomps, swampy country blues, and a hit of Southern funk.

Bring your friends, relax under the sun, and let the music, wine, and views make your Sunday one to remember!

All the Fuss are back Sunday, 29th March bringing their infectious beats and feel-good vibes. Expect an afternoon filled with music that’ll have you tapping your toes and moving to the rhythm. Round up your friends, grab a table, and soak up the sun while enjoying a delicious lunch!

Bookings are recommended.

Unwind with wine, bites and beautiful views as the sun sets over the vineyard. Our Wine Garden comes alive during the school holidays with casual dining, great wine, and laid-back vibes – the perfect evening out for locals, visitors and families alike. Live Music on Friday and Saturday night!

A good wine deserves a good soundtrack.

Our very own, Tommy Disco (aka Tom Cupitt) is on the decks from 5pm - serving up soul, funk and breezy feel-good grooves to match the view.

Bring your friends, tuck into a pizza and celebrate the Easter weekend with a glass of Cupitt’s wine.

Join us this Easter Sunday from 12:30pm – 3:30pm for a relaxed afternoon of live music, delicious food, and award-winning wine — all set against our spectacular vineyard views.

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. 

Bookings recommended.

Unwind with wine, bites and beautiful views as the sun sets over the vineyard. Our Wine Garden comes alive during the school holidays with casual dining, great wine, and laid-back vibes – the perfect evening out for locals, visitors and families alike.

Bookings recommended.

Join us on Sunday, for an unforgettable afternoon of live music from Horse Drawn Cadillac—bringing the heat with everything from gritty Chicago blues to Mississippi stomps, swampy country blues, and a hit of Southern funk.

Bring your friends, relax under the sun, and let the music, wine, and views make your Sunday one to remember!

Through their endless support and unconditional love, Mum’s truly do it all! This Mother’s Day, show your appreciation for the superheroes in our lives and treat her to a memorable day out at Cupitt's Estate.

Enjoy the soulful sounds ofSoul Tonicas they bring their signature blend of smooth grooves, heartfelt classics and feel-good favourites to the stage. Whether performing beloved hits or putting their own spin on timeless tracks, Soul Tonic create the perfect laid-back vibe — guaranteed to have you smiling, swaying and soaking up the moment.

Make the day extra special by booking into the Cupitt’s Estate Restaurant for a beautiful 3-course menu, thoughtfully curated for the occasion. Or reserve a table in Dusty’s Garden Bar and gather the whole family for a relaxed celebration filled with great music, delicious food and award-winning wines.

Celebrate Mum in style this Mother’s Day at Cupitt’s Estate — because she deserves nothing less.