What's On at Cupitt's Estate

Live music & special events every week

There’s always something happening at our place! From weekly live music sessions and seasonal events to updates on special experiences and days we're closed, this is the best spot to keep up with what’s going on. Whether you're planning a relaxed visit with friends or looking to join one of our signature events, you’ll find all the details you need right here. Check back regularly so you don’t miss a beat!

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Venue Closed

AUGUST - Thursday 6th and Friday 28th

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

DJ Tommy Disco | 3rd May

A good wine deserves a good soundtrack.

Our very own, Tommy Disco (aka Tom Cupitt) is on the decks from 12:30pm - serving up soul, funk and breezy feel-good grooves to match the view.

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


Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Family Fridays | 5pm

Magic Dan | 8th May

Looking for an easy, family-friendly way to kick off the weekend? Head to Cupitt’s Estate every Friday evening for Family Friday, a relaxed night out with something for everyone.

Weekly entertainment like face painting and live music.

Family Meal Deal – Just $75

Two wood-fired pizzas, a fresh salad, a jug of soft drink + your choice of two glasses of house wine or beer.

While the kids play, adults can unwind in the Wine Garden with a drink in hand and soak up the sunset and beautiful vineyard views.

Bookings are great but not required – just bring the family, get comfy, and enjoy the best of local food, wine, and community vibes.

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Mothers Day Sunday Session | 12:30pm

Soul Tonic | 10th May

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 the Wine Garden 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.

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

The Castaways | 17th May

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.

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

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Saturday | 12.30pm

Italian Fiesta | 23rd May

Can’t make it to Italy this year? Step into an Italian garden party at Cupitt’s and feel transported to the Italian Riviera.

Settle in for a long lunch in the sun, with an Aperol Spritz or Negroni on arrival, antipasto to share, handmade gnocchi, and tiramisu to finish.

With a DJ setting the tone, it’s all about la dolce vita - South Coast style.

An afternoon made for lingering. $89pp

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

All The Fuss | 24th May

All the Fuss are back Sunday, 24th May 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.

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

Horse Drawn Cadillac | 31st May

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!

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

Soul Tonic | 7th June

Enjoy the soulful sounds of Soul Tonic as 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 on your long weekend Sunday.

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

Bookings are recommended on all long weekends.

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

Jemma Beech | 14th June

Jemma's authentic vocals, heartfelt storytelling, and an unmistakable spark showcases why she’s a revitalising force in Australian country music.

Come for the music, stay for the vibes. We can’t wait to see you!

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

Amy & I | 21st June

Kick off your weekend with the captivating sounds of Amy & 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 Sunday afternoon.

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Sunday Sessions | 12:30pm

The Specialties | 28th June

Unwind among the vines with a glass of Cupitt’s wine in hand and a selection of delicious seasonal bites, as live music sets the tone for a perfect Sunday.

Join us on June 28 for an afternoon with The Specialities—a talented five-piece blending blues, jazz, alt-country and funk. Led by award-winning saxophonist Wayne Rigby and featuring Shannon Carswell on vocals, Shawn Supra on double bass, Nic Lewis on guitar, and Willem Van Ekert on drums, their soulful sound is the perfect match for a laid-back afternoon.

Gather your friends, soak up the views, and enjoy great wine, great food, and even better music.

Sunday Session | 12:30pm

The Stayers | 12th July

Spend your Sunday afternoon at Cupitt’s Estate with great food, outstanding wine, and live music from The Stayers. Bringing their signature blend of soulful songwriting, bluesy grooves, and laid-back energy, The Stayers create the perfect soundtrack for a relaxed afternoon on the estate.

Settle in with a glass of wine, enjoy something delicious from the kitchen, and soak up the atmosphere as the music rolls on.

Good wine, great company, and live music done right. We’ll see you there!

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

Keith Zehr | 19th July

Join us and local musician Keith Zehr! Live music from 12:30 pm to 3:30 pm, enjoy live music and long lunch amidst the stunning views of our vineyard, Burrill Lake, and the Budawang Mountains. Sundays at Cupitt's are all about live music, great vibes, and happy faces.

Whether you're a local or just visiting the South Coast, come for an afternoon of delicious food, great tunes, and an incredible atmosphere. We're also dog-friendly; all welcome; the more, the merrier!

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Friday Sunset Session | 4pm

Tall Shaun | 7th August

Join us for a relaxed Sunset Session with live music from Tall Shaun this Friday 7th August, as you unwind among the vines.

This is Friday done right — unhurried, open-air, glass in hand, with the kitchen serving up seasonal dishes and music that feels made for golden hour. Tall Shaun’s original blues and alt-country sound brings a soulful, easy rhythm to the evening, carrying you from sunset and well into the night.

Come settle in, take in the views, and ease into the weekend the Cupitt’s way.

Sunday Session | 12:30pm

Minnie and the Moonrakers | 9th August

Warm up your Sunday afternoon at the winery with the infectious sounds of Minnie & The Moonrakers. From 12:30pm, the band brings a lively, toe-tapping mix of ‘50s rock ’n’ roll, swampy blues, swing, and rockabilly to the stage.

Settle in with a glass of wine, something delicious from the kitchen, and let the music carry you through a cosy winter afternoon. With plenty of groove and vintage flair, Minnie & The Moonrakers are the perfect soundtrack for a relaxed day at the winery.

Great wine, great music, and the charm of a winter’s day. We’ll see you there!