What's On at Cupitt's Estate

AUGUST - Thursday 6th and Friday 28th

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

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.

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

We have a special activity for the kid's that changes each week. It may be a magician, face painting, kid's disco or live music between 5-6pm.

Family Meal Deal – Just $75

Two 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.

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!

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.

A Night of Wine, Cheese + Stargazing | 1 hour

Embark on a captivating space journey, vino in hand. Experience this one-of-a-kind stargazing night. Indulge yourself with wine and cheese on arrival under the stars, a stargazing session led by an astronomer and exploration of the Southern Sky - planets, galaxies, stars, constellations and galaxies through the telescope.

You can then book in to dinner from 7.30pm for a cozy dinner in the Dining Room.

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!

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.

Beloved locals Richard & The Lionhearts are here to remind us why we love live music so much! With their feel-good tunes and a knack for getting a crowd moving, they’ll have your toes tapping, your hips swaying (no judgment), and your spirits soaring.

Come for the great music, stay for the vibes and end the weekend with a glass of Cupitt's wine and delicious bites.

A Night of Wine, Cheese + Stargazing | 1 hour

Embark on a captivating space journey, vino in hand. Experience this one-of-a-kind stargazing night. Indulge yourself with wine and cheese on arrival under the stars, a stargazing session led by an astronomer and exploration of the Southern Sky - planets, galaxies, stars, constellations and galaxies through the telescope.

You can then book in to dinner from 7.30pm for a cozy dinner in the Dining Room.

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!

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!

Local duo Amy & I, featuring Amy Smith and Simon Kinch, are excited to bring their shared love of music to Cupitt’s Estate for a relaxed Sunday Session.

With an acoustic folk-inspired sound, Amy & I reimagine a selection of favourite songs alongside original material, blending keys, guitar, and rich vocal harmonies with effortless synchronicity.

Gather your friends, settle in for delicious bites and a glass or two of Cupitt’s wine, and end the weekend on a high.

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.

A Night of Wine, Cheese + Stargazing | 1 hour

Embark on a captivating space journey, vino in hand. Experience this one-of-a-kind stargazing night. Indulge yourself with wine and cheese on arrival under the stars, a stargazing session led by an astronomer and exploration of the Southern Sky - planets, galaxies, stars, constellations and galaxies through the telescope.

You can then book in to dinner from 7.30pm for a cozy dinner in the Dining Room.

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!