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!

Family, food and wine amongst the vines on a Friday afternoon Family, food and wine amongst the vines on a Friday afternoon

Family Fridays I 3:30pm

Harmony Music I 15th August

Join us this Family Friday for a heartwarming evening as Harmony Music graces us with her beautiful voice and soulful sound. It’s the perfect way to bring the family together and ease into the weekend.

Enjoy our $75 Family Meal, which includes two delicious pizzas, a fresh salad, a jug of soft drink, and your choice of two glasses of house wine or beer.

Fun activities will entertain the kids each week, leaving you free to unwind and enjoy. Book your table and make Friday night a family tradition at Cupitt's Estate.

Cupitts Wine at Winter Cellar Door NSW Carriageworks Cupitts Wine at Winter Cellar Door NSW Carriageworks

Winter Cellar Door at Carriageworks

Winter Cellar Door I Sunday 17 August

Come and taste your favourite Cupitt wines - and over 100 other wines - at Winter Cellar Door! You'll be surrounded by good food and fellow NSW wine lovers.

We'll be pouring alongside 20 of NSW's top producers at Carriageworks for one day only.

- Sunday 17 August 11am - 5pm

- Free entry

- Carriageworks, 245 Wilson St, Eveleigh NSW

A long Sunday Italian lunch at Cupitt's A long Sunday Italian lunch at Cupitt's

Long Italian Sunday Lunch

La Tavola I 17th August

Gather your friends and family for a long, leisurely Italian lunch at Cupitt’s Estate. La Tavola is our shared-style Sunday feast, featuring generous courses of antipasti, handmade pasta, local produce, and seasonal dishes – just like Nonna would’ve made.

$79 per person | Minimum 4 guests | Pre-bookings essential

This is slow, soulful dining made for connection.

*10% weekend surcharges apply

Live Music on Sunday with Dave Newman Live Music on Sunday with Dave Newman

Sunday Session I 12:30pm

Dave Newman I 17th August

Join us for a Sunday of Toe-Tapping Tunes with Dave Newman!

Finish off your weekend with an unforgettable afternoon of live music as Dave Newman performs his signature blend of classic acoustic hits.

Enjoy one of our famous pizzas, take in the breathtaking sunset over the mountains, and unwind as the weekend comes to a close.

Booking is recommended to secure your spot!

Family, food and wine amongst the vines on a Friday afternoon Family, food and wine amongst the vines on a Friday afternoon

Family Fridays I 3:30pm

Face painting and games I Friday 22nd August

Join us this Friday for Family Friday - the perfect way to relax and reconnect at the end of the week.

Enjoy our $75 Family Meal, which includes two delicious pizzas, a fresh salad, a jug of soft drink, and your choice of two glasses of house wine or beer.

Wine, Beer, Food, Pizza, Cocktails, Vines, Music, Drinks Wine, Beer, Food, Pizza, Cocktails, Vines, Music, Drinks

Sunday Sessions | 12:30pm

Kane Calcite | 24th August

Soak up the good vibes this Sunday at Cupitt’s Estate with live music from Kane Calcite—a local talent known for his smooth, earthy vocals and heartfelt acoustic sounds.

Settle in among the vines, sip on estate-grown wines, and enjoy the relaxed atmosphere as Kane’s indie-folk melodies drift across the lawn. It’s the perfect mix of great tunes, good food, and even better company.

Gather your crew, grab a glass, and make the most of your Sunday with us—where the wine flows, the views impress, and the music moves you.

A long Sunday Italian lunch at Cupitt's A long Sunday Italian lunch at Cupitt's

Long Italian Sunday Lunch

La Tavola I 24th August

Gather your friends and family for a long, leisurely Italian lunch at Cupitt’s Estate. La Tavola is our shared-style Sunday feast, featuring generous courses of antipasti, handmade pasta, local produce, and seasonal dishes – just like Nonna would’ve made.

$79 per person | Minimum 4 guests | Pre-bookings essential

This is slow, soulful dining made for connection.

*10% weekend surcharges apply

Family, food and wine amongst the vines on a Friday afternoon Family, food and wine amongst the vines on a Friday afternoon

Family Fridays I 3:30pm

Game & Face painting I 29th August

Join us this Friday for Family Friday - the perfect way to relax and reconnect at the end of the week.

Enjoy our $75 Family Meal, which includes two delicious pizzas, a fresh salad, a jug of soft drink, and your choice of two glasses of house wine or beer.

Ulladulla Comedy Event dinner and wine Ulladulla Comedy Event dinner and wine

Comedy Event I 6:00PM

Merrick Watts 'An Idiot's Guide To Wine' Vol 2. I 29th August

You might know Merrick from his iconic days as one half of Merrick and Rosso, his long-running career in radio and TV, or even as one of only three celebrities to complete the intense military training on SAS: Australia in 2020.

But here’s the twist — he’s also a certified wine nerd.

An Idiot’s Guide to Wine: Volume 2 is the brand-new edition of his smash-hit show, blending great comedy, storytelling, and six curated wine tastings with a few surprises along the way.

Important information: PLEASE NOTE: this show includes six wine tastings, a two course dinner and is strictly for 18+ only.

Don’t miss out on this unique evening of wine, comedy, and delicious food at Cupitt’s Estate. We look forward to welcoming you!

Ulladulla Comedy Event dinner and wine Ulladulla Comedy Event dinner and wine

Comedy Event I 6:00PM

Merrick Watts 'An Idiot's Guide To Wine' Vol 2. I 30th August

You might know Merrick from his iconic days as one half of Merrick and Rosso, his long-running career in radio and TV, or even as one of only three celebrities to complete the intense military training on SAS: Australia in 2020.

But here’s the twist — he’s also a certified wine nerd.

An Idiot’s Guide to Wine: Volume 2 is the brand-new edition of his smash-hit show, blending great comedy, storytelling, and six curated wine tastings with a few surprises along the way.

Important information: PLEASE NOTE: this show includes six wine tastings, a two course dinner and is strictly for 18+ only.

Don’t miss out on this unique evening of wine, comedy, and delicious food at Cupitt’s Estate. We look forward to welcoming you!

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

Sunday Session | 12:30PM

All the Fuss | 31st August

Warm up your winter with the grooves of All the Fuss. Their unique blend of funk and soul will brighten any chilly afternoon. Add great food and flowing wine, and you’ve got the perfect winter escape. Book your table now to join the fun!

A long Sunday Italian lunch at Cupitt's A long Sunday Italian lunch at Cupitt's

Long Italian Sunday Lunch

La Tavola I 31st August

Gather your friends and family for a long, leisurely Italian lunch at Cupitt’s Estate. La Tavola is our shared-style Sunday feast, featuring generous courses of antipasti, handmade pasta, local produce, and seasonal dishes – just like Nonna would’ve made.

$79 per person | Minimum 4 guests | Pre-bookings essential

This is slow, soulful dining made for connection.

*10% weekend surcharges apply

Family, food and wine amongst the vines on a Friday afternoon Family, food and wine amongst the vines on a Friday afternoon

Family Fridays I 3:30pm

Magic Dan I 5th September

Join us this Friday for Family Friday - the perfect way to relax and reconnect at the end of the week.

Kids will be entertained by the fabulous Magic Dan - loads of fun with balloons, games, magic tricks and face painting!

Enjoy our $75 Family Meal, which includes two delicious pizzas, a fresh salad, a jug of soft drink, and your choice of two glasses of house wine or beer.

Bookings available from 3:30pm until 6pm.

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

2025 Meet the Makers Festival | 6pm

Festival Opening Dinner | 6th September

Join us for the launch of the Meet the Makers Festival, a joyful long table dinner celebrating spring, seasonality and the power of collaboration.

Hosted at Cupitt’s, this springtime gathering brings together the region’s talented producers, chefs, winemakers, brewers, distillers and artisans for an evening of shared food, local drinks, live music and stories from the people who make it all happen.

There’ll be fundraising prizes, good company and plenty of reasons to raise a glass to the brilliant community that makes the South Coast so special.

Eat local, drink local, celebrate local.

Saturday 6 September, 6pm

Tickets $120

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

Sunday Session | 12:30pm

Richard & The Lionhearts | 7th September

Join us this Sunday from 12:30pm to 3:30pmfor live music with beloved South Coast locals, Richard & The Lionhearts.

With their infectious energy, feel-good vibes, and crowd-pleasing tunes, they’ll have you tapping your toes, swaying in your seat, and smiling all afternoon. Whether you're dancing on the grass or simply soaking up the sounds with a wine in hand, this is the perfect way to ease into your Sunday.

Grab a drink, soak up the atmosphere, and discover why Sundays at Cupitt’s have become a South Coast favourite. It’s open to everyone! Ideal for family outings, laid-back afternoons with your partner, or catching up with friends (dogs welcome too!).

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

Celebrate Dad this Father's Day at Cupitt's Estate Ulladulla Celebrate Dad this Father's Day at Cupitt's Estate Ulladulla

Celebrating Dad with Great Food and Live Music

Father's Day I 7th September

Celebrate Dad this Father’s Day with our 12-hour slow-braised ‘Junee’ Lamb Shoulder that falls off the bone. Served with romesco sauce, triple-cooked crispy potatoes, and a pear, gorgonzola, walnut & radicchio salad - perfectly portioned to feed four. 

We recommend pre-ordering this chef's special as there will be limited stock on the day. 

Available to order in both our Dining Room and Wine Garden, so whether you’re toasting to tradition or keeping it laid-back, we’ll help you celebrate Dad in style.

Richard and the Lionhearts will be providing live music in the Wine Garden. With their infectious energy, feel-good vibes, and crowd-pleasing tunes, they’ll have you and Dad tapping your toes, swaying in your seat, and smiling all afternoon.

Family, food and wine amongst the vines on a Friday afternoon Family, food and wine amongst the vines on a Friday afternoon

Family Fridays I 3:30pm

Harmony Music I 12th September

Join us this Family Friday for a heartwarming evening as Harmony Music graces us with her beautiful voice and soulful sound. It’s the perfect way to bring the family together and ease into the weekend.

Enjoy our $75 Family Meal, which includes two delicious pizzas, a fresh salad, a jug of soft drink, and your choice of two glasses of house wine or beer.

Fun activities will entertain the kids each week, leaving you free to unwind and enjoy. Book your table and make Friday night a family tradition at Cupitt's Estate.

Ulladulla Winery Vineyards Ulladulla Winery Vineyards

2025 Meet the Makers Festival

The Winemakers Way I Saturday 13th September

The Winemakers Way - A Behind-the-Scenes Vineyard and Winery Experience with the Winemaker. This is a special event part of the 2025 Meet the Makers Festival

Ever wondered what goes into a glass of wine? Join us for an immersive walking tour through Cupitt’s Estate with Head Winemaker, Wally Cupitt, as your guide.

You’ll start among the vines, stroll through the winery, and finish in our atmospheric wine cave with a relaxed tasting of our latest releases, and enjoy a grazing platter, of course. It’s a chance to ask questions and experience Cupitt’s through the eyes (and palate) of the maker.

Key Details 

Guided vineyard & winery tour with the winemaker

Taste 6 of our latest release wines and 1 vintage wine from the museum

Grazing platter to share

Duration: Approx. 60–75 minutes

Date Saturday 13 September

Time: 2pm

Price:$80 per person 

Part of the Meet the Maker Festival program

Not suitable for under 18s.

Book early and receive our Early Bird 'Bonus Bottle' - Every early bird guest receives a take-home bottle from our collection, a little gift from the winemaker to say thank you - book by 20 July

Family, food and wine amongst the vines on a Friday afternoon Family, food and wine amongst the vines on a Friday afternoon

Family Fridays I 3:30pm

Face painting and games I Friday 19th September

Join us this Friday for Family Friday - the perfect way to relax and reconnect at the end of the week.

Enjoy our $75 Family Meal, which includes two delicious pizzas, a fresh salad, a jug of soft drink, and your choice of two glasses of house wine or beer.

Dinner and Wine blending experience for Meet the Makers Dinner and Wine blending experience for Meet the Makers

A Winemaker’s Table Experience I 11am

Blend & Feast I 20th September

Join us during Meet the Makers Festival for something a little different, a hands-on wine experience that finishes with a long lunch and your own blend poured at the table.

You’ll head into the winery with our team, learn the basics of blending, and have a go at creating a wine that’s uniquely yours. It’s creative, casual, and fun—no wine degree required.

After blending, we’ll sit down for a seasonal shared feast, with your wine served alongside the meal. Expect good food, great company, and the kind of stories that happen when people come together over something they've made.

If you love wine or just love trying something new, Blend & Feast is for you.

Music in the vines on sunday Music in the vines on sunday

Sunday Sessions I 12:30pm

Horse Drawn Cadillac I 21st September

Join us Sunday, September 21st, for an unforgettable day of live music with Horse Drawn Cadillac, taking you on a ride from Chicago blues to Mississippi stomps, with a splash of swampy country blues and Southern funk. Get ready for a full-tilt boogie at Cupitt’s Estate—this is one summer you don’t want to miss.

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 28th September

All the Fuss are back this Sunday, 28 September, 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 in the vines on sunday Music in the vines on sunday

Sunday Sessions I 12:30pm

Horse Drawn Cadillac I 12th October

Join us Sunday, October 12th, for an unforgettable day of live music with Horse Drawn Cadillac, taking you on a ride from Chicago blues to Mississippi stomps, with a splash of swampy country blues and Southern funk. Get ready for a full-tilt boogie at Cupitt’s Estate—this is one summer you don’t want to miss.

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!

Long table fundraiser lunch Long table fundraiser lunch

Save the date

Melbourne Cup Luncheon I 4th November

We know we're a little early out of the gate, but it's time to mark your calendars for our annual Melbourne Cup Luncheon – a day of celebration, fundraising, and fabulous food. Join us for a long lunch filled with local flavours, estate wines, and all the excitement of race day in true Cupitt's style. Stay tuned for more details and don’t forget to save the date – Tuesday, 4th November.

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 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!

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!

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

Closed for private events

AUGUST - 14th, 28th

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