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

Closed for private events

NOVEMBER - 17th, 24th

DECEMBER - 25th, 26th

2026

FEBRUARY - 20th, 27th

MARCH - 5th, 13th, 30th, 26th

Cellar door is open from 9am until 1pm for sales and 11am to 12:30pm for tastings

Fizz Friday Cupitts Ulladulla Fizz Friday Cupitts Ulladulla

Fizz Friday

Fizz Friday I 14th November

Ease into the weekend with our Friday special. Enjoy a $10 glass of Prosecco when you order the weekly small plate. First up is Vanella burrata with house focaccia and a bright chardonnay fennel jam. A relaxed way to finish the week with friends and a good glass in hand.

Music, Vines, Vineyard, food, wine, grass hill, beer, drinks, nibbles, family, sunset Music, Vines, Vineyard, food, wine, grass hill, beer, drinks, nibbles, family, sunset

Sunday Sessions | 12:30

The Specialties | 16th November

There’s nothing quite like a Sunday at Cupitt’s Estate — good wine, great company, and live music drifting across the vines. This week, we’re thrilled to welcome The Specialities, a five-piece band known for their seamless blend of blues, jazz, soul, and alt-country. From 12:30pm to 3:30pm, settle in on the lawn or the deck, take in the sweeping views over Burrill Lake and the Budawang Mountains, and let their smooth, soulful sound set the tone for a perfect afternoon.

Wine, Music and Good Food on a Sunday afternoon Wine, Music and Good Food on a Sunday afternoon

Sunday Session I 12:30pm

All The Fuss I 23rd November

All the Fuss are back this Sunday, 23 November, 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!

Wine with family and friends Wine with family and friends

Closed to the public I 24th November

Cupitt's Estate will be closed on the 24th of November as we take time to celebrate our incredible team at our annual Christmas party. It’s a moment for us to come together and reflect on the year's achievements before the busy holiday season begins. We appreciate your understanding and look forward to welcoming you back the following day.

Vineyard relaxation with food and drinks and music and dancing Vineyard relaxation with food and drinks and music and dancing

Sunday Session | 12:30pm

Horse Drawn Cadillac | 30th November

Join us on Sunday, November 30th 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.

Settle in with refreshing cocktail specials and soak up the good vibes as we roll into the season in style. It’s going to be a full-tilt boogie, and trust us—you won’t want to miss it!

Wine, Music and Good Food on a Sunday afternoon Wine, Music and Good Food on a Sunday afternoon

Sunday Session | 12:30pm

The Stayers | 7th December

Delight in the bluesy sounds of The Stayers, set against the stunning backdrop of our vineyard, Burrill Lake, and the Budawang Mountains. From 12.30pm to 3.30pm, unwind on our lush estate grounds as talented musicians take the outdoor stage, offering the perfect soundtrack to your leisurely Sunday.

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

Harmony Music playing live Harmony Music playing live

Harmony Music playing live | 3:30pm

Christmas Friday Sunset Session | 12th December

A family friendly Christmas sunset session with live music by the talented Harmony Music.

More details to come...

Wine, Music and Good Food on a Sunday afternoon Wine, Music and Good Food on a Sunday afternoon

Sunday Session I 12:30pm

All The Fuss I 21st December

All the Fuss are back this Sunday, 21 December, 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!

Wine, Music and Good Food on a New Years Day Wine, Music and Good Food on a New Years Day

New Years Day I 12:30pm

All The Fuss I 1st January

All the Fuss are back this New Years Day, with their signature mix of neo soul, funk and blues grooves.

Think smooth vocals, sax, bass and plenty of energy, All The Fuss always bring the vibe and get the crowd moving.

Grab a glass, settle in, and let’s make it a New Years Day to remember!

Bookings are recommended.

Wine, Music and Good Food on a Sunday afternoon Wine, Music and Good Food on a Sunday afternoon

Sunday Session | 12:30pm

The Stayers | 4th January

Catch The Stayers Live at Cupitt's Estate – Sunday, 4th January!

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 Live Music Ulladulla Winery Sunday Live Music Ulladulla Winery

Sunday Session I 12.30pm

Jackee B Trio I 18th January

Join us on Sunday, January 18th for an unforgettable afternoon of live music from the Jackee B Trio. With a fusion of cool rock, folk and alternative country, the Jackee B Trio will captivate you with rich guitar arrangements and evocative storytelling.

Settle in with refreshing cocktail specials, some light eats and soak up the good vibes!

Vineyard relaxation with food and drinks and music and dancing Vineyard relaxation with food and drinks and music and dancing

Sunday Session | 12:30pm

Horse Drawn Cadillac | 1st Feburary

Join us on Sunday, February 1st 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.

Settle in with refreshing cocktail specials and soak up the good vibes as we roll into the season in style. It’s going to be a full-tilt boogie, and trust us—you won’t want to miss it!