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!
Venue Closed
APRIL - 27th (ANZAC Day Public Holiday)
Sunday Session | 12:30pm
All The Fuss | 26th April
All the Fuss are back onSunday, 26th April,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!
Sunday Session | 12:30pm
The Stayers | 3rd May
Celebrate the weekend with an afternoon of live music, great food, and your favourite Cupitt’s wines. Join us as The Stayers bring their smooth blend of soulful melodies, bluesy rhythms, and easy-going charm to the estate.
It’s the perfect way to enjoy a spring Sunday with good tunes, fresh air, delicious bites, and a glass (or two) of wine in hand.
Gather your friends, settle in, and let the music set the mood for a beautiful afternoon at Cupitt’s.
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.
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.
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
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.
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!
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.
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!
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.
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!
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!
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!
