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!

Ulladulla wedding venue Cupitt's Estate Ulladulla wedding venue Cupitt's Estate

Venue Closed

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

APRIL - 27th (ANZAC Day Public Holiday)

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

Sunday Session | 12:30pm

Horse Drawn Cadillac | 22nd March

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

All The Fuss | 29th March

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.

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

Good Friday Sunset Session | 5pm

DJ Tommy C | 3rd April

A good wine deserves a good soundtrack.

Our very own, Tommy C (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 with a glass of Cupitt’s wine.

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

Easter Saturday Sunset Session | 5pm

Jemma Beech | 4th April

Unwind with wine, bites and beautiful views as the sun sets over the vineyard on your Easter Saturday from 5pm.

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

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 are essential over the Easter Long Weekend.

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

Easter Sunday Session | 12:30pm

The Castaways | 5th April

Ease into Easter Sunday with The Castaways, an acoustic duo bringing a mix of pop, folk, country, and blues classics to the Wine Garden.

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 are essential over the Easter Long Weekend.

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

Easter Monday Session | 12:30pm

Dave Newman | 6th April

Extend your Easter Long Weekend with live music at Cupitt's with Dave Newman on Easter Monday. A local favourite - the perfect way to relax on a Monday that feels like a Sunday!

We'll be serving our delicious pizzas, small bites, and of course delicious wine, beer and cocktails so you can relax in the Wine Garden. The Dining Room is also open for lunch.

Bookings are essential over the Easter Long Weekend.

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

Sunday Session | 12.30pm

Richard & the Lionhearts | 12th April

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.

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.

Bookings recommended.

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

Sunday Session | 12:30pm

Horse Drawn Cadillac | 19th April

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

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.

Pizza, Lunch, Live Music, Views, Family, Mothers Day Pizza, Lunch, Live Music, Views, Family, Mothers Day

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.

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.

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

Minnie and the Moonrakers | 19th July

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!