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 - 6th, 17th, 25th

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

Live music Cupitts Estate Ulladulla Milton Mollymook Live music Cupitts Estate Ulladulla Milton Mollymook

Fiano Festa I Friday Sunset Session I 5pm

Tom Henry I 17th October

This Friday, we’re throwing a Fiano Party at the estate. Enjoy warm weather, cold Fiano, live music, good company.

To celebrate the occasion we have a special Fiano & Pizza Bianca bundle: Two glasses of Fiano + one Pizza Bianca for just $55.

Featuring Tom Henry, a talented solo musician based on the South Coast of New South Wales. With years of experience performing up and down the coast, Tom brings an engaging mix of acoustic covers both old and new—spanning pop, blues, folk, indie and rock. His laid-back style and soulful sound make for the perfect Friday evening vibe in the Wine Garden.

Wine, Music, Food, Beer, Fun, Sunset, Wine, Music, Food, Beer, Fun, Sunset,

Sunday Session | 12:30pm

Jackee B Trio | 19th October

Spend your Sunday soaking up live music at Cupitt’s with the Jackee B Trio. Set against the stunning backdrop of our vineyard, Burrill Lake, and the Budawang Mountains, enjoy a relaxed afternoon of smooth vocals, acoustic guitar, and rich harmonies.

The trio will perform a mix of laid-back covers, providing the perfect soundtrack to your long lunch or afternoon drinks.

Live Music Sundays are a South Coast favourite—come see why!

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 26th October

All the Fuss are back this Sunday, 26 October, 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!

Music, wines and vines at Cupitt's Estate in Ulladulla Music, wines and vines at Cupitt's Estate in Ulladulla

Sunday Session | 12:30PM

Dave Newman | 2nd November

Enjoy a good laugh and a toe-tap as Dave Newman entertains you with his engaging character and classic acoustic hits.

Gather your friends, order one of our pizzas and some bites to share and cheers to the weekend over a glass of Cupitts wine.

Bookings recommended

Long table fundraiser lunch Long table fundraiser lunch

Fundraising Lunch | 12pm

Melbourne Cup I 4th November

Get ready to celebrate the Melbourne Cup in style while supporting a great cause! We're thrilled to partner once again, with the Cancer Support Foundation Milton Ulladulla to raise funds for local community members affected by cancer.

Join us on Tuesday, 4th November 2025, from 12pm for a long table lunch in our beautiful restaurant overlooking the vines. Whether you're treating the office to a special day out or gathering friends for an excuse to dress to impress, this is an event you won't want to miss.

Tickets are $99 per person, which includes a donation to the Cancer Support Foundation, a welcome drink with canapés, a delicious two-course meal with sides. We'll also have sweeps, prizes, and, of course, the big race live on the screen.

Come along for an afternoon of fashion, fun, and fundraising. We look forward to seeing you there!

Cupitts Estate Lowe Family Wines NSW Italian Wine Varieties Cupitts Estate Lowe Family Wines NSW Italian Wine Varieties

Six Courses and Six Wines I 6pm

Cupitt's & Lowe: Vino Italiano I 12th November

Join Cupitt’s Estate and Lowe Family Wines for an unforgettable evening celebrating Italian varietals grown in NSW. As part of NSW Wine Month, this special dinner brings together two of the state’s most passionate wine families, with guest chef Kim Currie of Zin House (Mudgee) collaborating on the menu.

Across six courses and six wines, you’ll explore why Italian grapes are thriving in our local terroir — from vibrant whites like Arneis, Vermentino and Fiano to soulful reds such as Primitivo, Sangiovese and Nebbiolo. Each course has been paired to highlight both the varietal character and its unique expression in NSW.

Hear from winemakers David Lowe, Rosie Cupitt and Wally Cupitt as they share their wines, stories and passion for Italian varieties and why they believe these grapes are perfectly suited to grow in NSW.

Set against the stunning backdrop of Cupitt’s Estate, this one-night-only collaboration of food, wine and place is a celebration of the Italian spirit in Australian soil.

Tickets: $200pp

Includes six-course dinner with matched wines.

Wine with family and friends Wine with family and friends

Closed to the public I 25th November

Cupitt's Estate will be closed on the 25th 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.

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!

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!