What's On at Cupitt's Estate

Live music & special events every week

Dates we are not open to the public

AUGUST - 14th, 28th

NOVEMBER - 6th, 17th

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

Entertainment for Families at Cupitts Entertainment for Families at Cupitts

Magic Dan I From 3:30pm

Family Fridays I June 13

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 15th June I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Horse Drawn Cadillac | June 15th

Sunday Session | 12:30pm

Spend your Sunday afternoon soaking up live music in the Wine Garden.

From 12:30 to 3:30 pm, Horse Drawn Cadillac will bring their rich, soulful sound to the stage, setting the scene for a perfect day out. Settle in with a long lunch, a glass of your favourite wine, and great company as the music carries you through a relaxing afternoon.

Make the most of your Sunday with us.

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 19th June I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Cupitts Family Meal Deal Pizza and Wine Cupitts Family Meal Deal Pizza and Wine

Friday 20th June I From 3:30pm

Family Fridays I Wine Garden

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.

June 21

Storyfest Feature I Dinner

SOLD OUT

Stephanie Alexander AO is regarded as one of the greats of Australia’s food industry, a reputation earned through her thirty years as owner-chef of several restaurants, as the author of 20 influential books and hundreds of articles about food, and for her groundbreaking work in creating the Stephanie Alexander Kitchen Garden Foundation. Stephanie’s fifth book, The Cook’s Companion is an Australian classic and has sold more than 500,000 copies.

Join Stephanie and journalist Joanna Savill for an intimate evening of great stories and delicious food prepared in partnership with staff at Cupitt’s Estate as we head towards the 30th anniversary release of The Cook’s Companion in early 2026.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 22nd June I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

All the Fuss | June 22nd

Sunday Session | 12:30PM

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!

Pasta Thursdays Winter Cupitts Ulladulla Pasta Thursdays Winter Cupitts Ulladulla

Thursday 26th June I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Cupitts Family Meal Deal Pizza and Wine Cupitts Family Meal Deal Pizza and Wine

Friday 27th June I From 3:30pm

Family Fridays I Wine Garden

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 29th June I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 3rd July I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Music at Cupitts Estate Music at Cupitts Estate

Harmony Music I From 3:30pm

Family Fridays I July 4th

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 6th July I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Richard & The Lionhearts | July 6th

Sunday Session | 12:30PM

Delight in the smooth sounds of Richard & The Lionhearts, 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.

Secure your table now and make it a day to remember!

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 10th July I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Cupitts Entertainment for Families Cupitts Entertainment for Families

Magic Dan I From 3:30pm

Family Fridays I July 11

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 13th July I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 17th July I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Cupitts Family Meal Deal Pizza and Wine Cupitts Family Meal Deal Pizza and Wine

Friday 18th July I From 3:30pm

Family Fridays I Wine Garden

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 20th July I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

The Castaways | July 20th

Sunday Session | 12:30PM

Ease into Sunday with the soulful sounds ofThe Castaways—an acoustic duo bringing feel-good vibes to the Wine Garden. From smooth folk to classic blues and toe-tapping pop, their music is the perfect soundtrack to a lazy afternoon. Join us from 12:30 to 3:30, gather your crew, settle in with a glass of wine, and let the good times roll in a setting made for relaxing.

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 24th July I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Cupitts Family Meal Deal Pizza and Wine Cupitts Family Meal Deal Pizza and Wine

Friday 25th July I From 3:30pm

Family Fridays I Wine Garden

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 27th July I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Sunday Lemonade Solo | July 27th

Sunday Session | 12:30pm

Join us for an afternoon of cruisy vibes and soulful tunes asSunday Lemonadetakes the stage for their Solo Sunday Session. With a mix of indie folk and roots, they'll have you tapping your toes and swaying along in no time.

Sit back, relax with a glass of your favourite wine, and enjoy a long lunch as the music sets the perfect tone for a laid-back afternoon in great company.

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 31st July I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Music at Cupitts Estate Music at Cupitts Estate

Harmony Music I From 3:30pm

Family Fridays I August 1st

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 3rd August I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 7th August I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Entertain and Feed your Family at Cupitts Entertain and Feed your Family at Cupitts

Magic Dan I From 3:30pm

Family Fridays I August 8th

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 10th August I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Music at Cupitt's Estate Music at Cupitt's Estate

The Stayers I August 10th

Sunday Session I 12:30pm

Catch The Stayers Live at Cupitt's Estate – Sunday, 10th August!

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 grooves, The Stayers deliver music that hits the heart and moves the soul.

Don’t miss out – it’s the perfect way to wind down your weekend.

Cupitts Family Meal Deal Pizza and Wine Cupitts Family Meal Deal Pizza and Wine

Friday 15th August I From 3:30pm

Family Fridays I Wine Garden

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 17th August I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Music at Cupitt's Estate Music at Cupitt's Estate

Dave Newman I August 17th

Sunday Session I 12:30pm

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 recommendedto secure your spot!

Thursday Pasta Cupitts Estate Winter Thursday Pasta Cupitts Estate Winter

Thursday 21st August I Cupitt's Dining Room

Pasta e Vino I Lunch and Dinner

Join us for a midweek Italian escape with Pasta e Vino at Cupitt's Estate. Enjoy a rotating two-course menu featuring delicious handmade pasta and seasonal entrée – all for $55.

Cupitts Family Meal Deal Pizza and Wine Cupitts Family Meal Deal Pizza and Wine

Friday 22nd August I From 3:30pm

Family Fridays I Wine Garden

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.

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 24th August I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

Cupitts Family Meal Deal Pizza and Wine Cupitts Family Meal Deal Pizza and Wine

Friday 29th August I From 3:30pm

Family Fridays I Wine Garden

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.

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

Comedy Event I 6:00PM

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!

Comedy, wine and dinner Comedy, wine and dinner

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

Comedy Event I 6:00PM

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!

Sunday Lunch Cupitts Estate Sunday Lunch Cupitts Estate

Sunday 31st August I Cupitt’s Dining Room

La Tavola I A Traditional Italian Sunday Lunch

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

All The Fuss I August 31st

Sunday Session I 12:30pm

Turn up the heat this winter with the soulful sounds ofAll the Fuss! Their irresistible mix of funk and feel-good vibes will have you dancing your way through the afternoon. Add in mouth-watering food, flowing wine, and stunning vineyard views—and you’ve got the ultimate winter escape. Gather your crew and book your table now for an afternoon you won’t want to miss!

Music at Cupitts Estate Music at Cupitts Estate

Harmony Music I From 3:30pm

Family Fridays I September 5th

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.

The winemakers of Cupitt's in the barrel cave The winemakers of Cupitt's in the barrel cave

Meet the Makers festival I September 20th

Blend & Feast — A Winemaker’s Table Experience I 11am

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.

Sunday Session I 12:30pm

All The Fuss I September 28th

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!

All The Fuss I October 26

Sunday Session I 12:30pm

This Sunday, October 26th , All The Fuss are back to light up your afternoon with their infectious rhythms and soulful tunes. Their dynamic setlist promises to keep you dancing all day long. Gather your friends, reserve a table, and indulge in a delectable lunch while soaking up the sunshine. It's the perfect way to spend your Sunday!

All The Fuss I December 21st

Sunday Session I 12:30pm

All The Fuss are back on Sunday, December 21st, with their fantastic toe-tapping jams guaranteed to get you grooving all afternoon. Gather your friends, book a table, and enjoy a delicious lunch in the sunshine.