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

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!

Cupitts Estate Christmas Wreath Workshop Cupitts Estate Christmas Wreath Workshop

Sunday I 11am

Christmas Wreath Workshop I 7th December

Guided by our own talented Martha alongside floristry artist Claire, formerly of Gypsy Carmen, you’ll spend the afternoon crafting a stunning, bespoke wreath - the perfect way to welcome the holiday spirit into your home. Whether you’re a first-time maker or a seasoned creative, Claire and Martha will share their artistry, techniques, and tips to help you design something truly special.

Sip on a welcome cocktail, enjoy a shared grazing platter, and soak up the vineyard views while connecting with others in this relaxed, hands-on workshop filled with festive cheer.

$275pp

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 & Christmas Fun | 3:30pm

Sunset Christmas Session | 12th December

Join us for our Christmas Catch Up at Cupitts, a relaxed sunset session made for families, friends, and anyone who loves a bit of silly season fun. Harmony Music will be singing your favourite Christmas songs as the sun drops behind the hills, setting the tone for an easy, joy filled evening.

We’ll have a photo booth ready for your family Christmas snaps, a little station for the kids to write their letters to Santa, fun lawn games, and a fresh Christmas sangria for the grown ups. It’s the kind of night where everyone feels welcome, the kids can run free, and you can unwind with a glass in hand.

Two dates only, 12 and 19 December. Bring the crew and settle in for a gentle South Coast sunset, good food, and a bit of festive cheer.

Harmony Music playing live Harmony Music playing live

Harmony Music & Christmas Fun | 3:30pm

Sunset Christmas Session | 19th December

Join us for our Christmas Catch Up at Cupitts, a relaxed sunset session made for families, friends, and anyone who loves a bit of silly season fun. Harmony Music will be singing your favourite Christmas songs as the sun drops behind the hills, setting the tone for an easy, joy filled evening.

We’ll have a photo booth ready for your family Christmas snaps, a little station for the kids to write their letters to Santa, fun lawn games, and a fresh Christmas sangria for the grown ups. It’s the kind of night where everyone feels welcome, the kids can run free, and you can unwind with a glass in hand.

Two dates only, 12 and 19 December. Bring the crew and settle in for a gentle South Coast sunset, good food, and a bit of festive cheer.

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!