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 closure
Please be aware we will be closed to the public on the following dates:
Oct - 29th
Nov - 6th, 13th, 20th, 26th, 27th & 30th
Dec - 25th & 26th
$29 midweek lunch
Locals Lunch Special
Your new $29 midweek lunch is here!
Meet our Pasta Primavera, made with award-winning Duro Gigli pasta, peas, zucchini, garlic, parmesan and crispy shallots.
And this isn't just any pasta! Duro's Gigli recently took home the Champion Dried Pasta award at the Sydney Royal Fine Food Awards.
Fresh, simple and delicious. Even better with a glass of wine overlooking the vineyard.
- Pasta Primavera - $29
- Add a glass of Cupitt's Grüner Veltliner - $12
Available Monday to Friday for lunch in the Dining Room or on the Wine Garden Deck.
Thursday evenings
Rosie's French Table
From 3 September, we’re opening the Dining Room every Thursday night for Rosie’s French Table. It is a new menu inspired by Rosie Cupitt’s love of France, created together with Executive Chef Ryan Smith.
Rosie’s French Table is designed to be an easy midweek dinner as much as it is an excuse to make a night of it.
Two courses | $59 per person
Three courses | $75 per person
*Special menu item is subject to change.
Sunday Session | 12.30pm
Annaliese Szota I 1st November
With comparisons to Regina Spektor, Kate Miler-Heidke and Tori Amos, Annaliese Szota perfectly blends her engaging theatricality with a quirky indie-pop style and an endearing brand of storytelling
Gather your friends and family, settle in for a leisurely lunch and enjoy an afternoon of laid-back tunes, beautiful vineyard views and good company.
Book your table and make a Sunday of it!
SOLD OUT
Melbourne Cup | 3rd November | 12:00pm
THIS EVENT HAS NOW SOLD OUT
Melbourne Cup Lunch at Cupitt’s Estate
We are delighted to once again partner with the Cancer Support Foundation Milton Ulladulla, with a portion of every ticket donated to support local community members affected by cancer.
Tickets are $99 per person and include:
Welcome drink and canapés on arrival
A beautifully prepared two-course lunch with sides
Melbourne Cup sweeps and prizes
The race that stops the nation live on screen
A donation to the Cancer Support Foundation Milton Ulladulla
Dress to impress, settle in and let the afternoon unfold.
Sunday Session | 12:30pm
Music in the Wine Garden | 8th November
Sunday afternoons are made for good food, great wine and live music in the Wine Garden.
Gather your friends, settle in for a leisurely lunch and enjoy an afternoon of laid-back tunes, beautiful vineyard views and good company.
We'll be announcing who's taking the stage soon, but there's no need to wait to make your plans.
Book your table and make a Sunday of it!
Stargazing at Cupitt's Estate I 8.15pm
Sip Under the Stars | 14th November
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.
This pairs perfectly with an early dinner at 6pm in the Dining Room.
Sunday Session | 12.30pm
Sarah Soukieh | 15th November
Spend a relaxed Sunday afternoon at Cupitt’s with the unique sounds of Sarah Soukieh. Blending familiar covers and original songs with layered guitar, hand percussion and Arabian-inspired melodies, Sarah creates improvised soundscapes where no two performances are quite the same.
Settle in for an afternoon of wine, cocktails, pizza and light bites from our Wine Garden menu, with Sarah providing the soundtrack as you soak up the views and enjoy a relaxed Sunday at the Estate.
Sunday Session | 12:30pm
Horse Drawn Cadillac | 22nd November
Hitch a ride in the Cadillac and join us for a Sunday Session at Cupitt's Estate.
We have Horse Drawn Cadillac bringing their infectious energy to the stage. Think Chicago blues, vibrant brass, harmonica, big vocals and a whole lot of grooving.
One not to be missed. We'll see you there!
Sunday Session | 12:30pm
The Stayers | 29th November
Catch The Stayers Live at Cupitt's Estate Sunday 18th October!
Join us for an unforgettable afternoon of delicious eats, exceptional wine, and the feel-good, stripped-back sound of The Stayers. Known for their well-crafted songs and cool, bluesy grooves, The Stayers deliver music that hits the heart and moves the soul.
Come for the music, stay for the vibes. We can’t wait to see you!
Sunday Session | 12:30pm
The Castaways | 6th December
Spend your Sunday afternoon with The Castaways, an acoustic duo serving up a laid-back mix of pop, folk, country, and blues favourites. Their groovy, feel-good tunes are the perfect soundtrack to a summer afternoon in the Wine Garden.
Settle in with a leisurely lunch, your favourite glass of wine, and good company while enjoying live music surrounded by vineyard views.
Friday Sunset Session | 5pm
Alex Clark | 11th December
Spend a relaxed Friday evening at Cupitt’s with the sounds of Alex Clark. A versatile solo acoustic artist, Alex blends folk, country, punk and rock, bringing her own original songs and eclectic covers to life with a stripped-back, soulful style.
Settle in with a glass of estate-made wine, enjoy something delicious from the Wine Garden menu and soak up the views while Alex provides the soundtrack to the start of your weekend.
Stargazing at Cupitt's Estate I 8.30pm
Sip Under the Stars | 12th December
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.
This pairs perfectly with an early dinner at 6:30pm in the Dining Room.
Sunday Session | 12:30pm
Music in the Wine Garden | 13th December
Sunday afternoons are made for good food, great wine and live music in the Wine Garden.
Gather your friends, settle in for a leisurely lunch and enjoy an afternoon of laid-back tunes, beautiful vineyard views and good company.
We'll be announcing who's taking the stage soon, but there's no need to wait to make your plans.
Book your table and make a Sunday of it!
Sunday Session | 12:30pm
Horse Drawn Cadillac | 20th December
Get ready for a Sunday Session at the winery as Horse Drawn Cadillac return on December 20th!
With their high energy, infectious stage presence, they’ll have you grooving the afternoon away.
Gather your friends, book a table, and settle in for a delicious lunch, great wine, and sunshine-filled afternoon.
Sunday Session | 12:30pm
Jemma Beech | 27th December
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 busy Christmas period with casual dining, great wine, and laid-back vibes – the perfect day out for locals, visitors and families alike.
Bring your friends, tuck into a pizza and celebrate the season with a glass of Cupitt’s wine.
Sunday Session | 12:30pm
Music in the Wine Garden | 3rd January
Sunday afternoons throughout summer school holidays are made for good food, great wine and live music in the Wine Garden.
Gather your friends and family, settle in for a leisurely lunch and enjoy an afternoon of laid-back tunes, beautiful vineyard views and good company.
We'll be announcing who's taking the stage soon, but there's no need to wait to make your plans.
Book your table and make a Sunday of it!
Sunday Session | 12:30pm
Minnie and the Moonrakers | 10th January
With plenty of groove and vintage flair, Minnie & The Moonrakers are the perfect soundtrack for a relaxed day at the winery.
Our Wine Garden comes alive during the busy Summer period with casual dining, great wine, and laid-back vibes – the perfect day out for locals, visitors and families alike.
Bring your friends, tuck into a pizza and celebrate the season with a glass of Cupitt’s wine.
Friday Sunset Session | 5pm
Alex Clark | 15th January
Spend a relaxed Friday evening at Cupitt’s with the sounds of Alex Clark. A versatile solo acoustic artist, Alex blends folk, country, punk and rock, bringing her own original songs and eclectic covers to life with a stripped-back, soulful style.
Settle in with a glass of estate-made wine, enjoy something delicious from the Wine Garden menu and soak up the views while Alex provides the soundtrack to the start of your weekend.