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!

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Mid-week in July

Local's Lunch

Dine with us mid-week this July and enjoy our lunch special.

Slow-braised beef cheek, soft polenta, red wine + sherry jus $29*

Add your first glass of Montepulciano wine for $10

Lunch Mon - Fri - either in the Dining Room or Wine Garden

*Special menu item is subject to change.

Family friday meal deal Family friday meal deal

Every Friday from 5pm

Family Friday

Join us every Friday from 5pm this Winter with fire pits, marshmallows, a bubble machine and games on the lawn. Pair it with our special Family Meal + Drink Deal and you’ve got the perfect night out.

Family Meal Deal - just $75

Kid's pizza, pizza of your choice, a fresh salad, a jug of soft drink + your choice of two glasses of house wine or beer.

Pizza, Lunch, Live Music, Views, Family Pizza, Lunch, Live Music, Views, Family

Sunday Session | 12:30pm

Keith Zehr | 19th July

Join us and local musician Keith Zehr from 12:30pm. Enjoy live music and a long lunch with stunning views of our vineyard, Burrill Lake, and the Budawang Mountains. Sundays at Cupitt's are all about live music, great vibes, and happy faces.

Whether you're a local or just visiting the South Coast, come for an afternoon of delicious food, great tunes, and an incredible atmosphere. We're also dog-friendly. All welcome - the more, the merrier!

Family Activities Ulladulla Friday Evening Christmas in July Family Activities Ulladulla Friday Evening Christmas in July

Christmas in July Theme I 5 - 6pm

Family Friday I 24th July

Come and celebrate the magic of winter thisChristmas in Julyat Cupitts! Christmas themed face painting and more.

Family Meal Deal – Just $75

Two pizzas, a fresh salad, a jug of soft drink + your choice of two glasses of house wine or beer.

While the kids play, adults can unwind in the Wine Garden with a drink in hand and soak up the sunset and beautiful vineyard views.

Bookings are great but not required - just bring the family, get comfy, and enjoy the best of local food, wine, and community vibes.

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Sunday Session | 12:30pm

The Specialties | 26th July

Kick back in the vineyards with a glass of Cupitt’s wine and some delicious seasonal bites while the soulful sounds of The Specialities fill the air.

This five-piece band mixes blues, jazz, alt-country, and funk, led by award-winning saxophonist Wayne Rigby and featuring Shannon Carswell on vocals, Shawn Supra on double bass, Nic Lewis on guitar, and Willem Van Ekert on drums. Bring your friends, relax under the sun, and let the music, wine, and views make your Sunday one to remember!

Sunday Session Live Music Sunday Session Live Music

Sunday Session | 12:30pm

Amy & I | 2nd August

Local duo Amy & I, featuring Amy Smith and Simon Kinch, are excited to bring their shared love of music to Cupitt’s Estate for a relaxed Sunday Session.

With an acoustic folk-inspired sound, Amy & I reimagine a selection of favourite songs alongside original material, blending keys, guitar, and rich vocal harmonies with effortless synchronicity.

Gather your friends, settle in for delicious bites and a glass or two of Cupitt’s wine, and end the weekend on a high.

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Friday Sunset Session | 4pm

Tall Shaun | 7th August

Join us for a relaxed Sunset Session with live music from Tall Shaun this Friday 7th August, as you unwind among the vines.

This is Friday done right - unhurried, open-air, glass in hand, with the kitchen serving up seasonal dishes and music that feels made for golden hour. Tall Shaun’s original blues and alt-country sound brings a soulful, easy rhythm to the evening, carrying you from sunset and well into the night.

Kid's face painting will also be available to keep the kids entertained.

Come settle in, take in the views, and ease into the weekend the Cupitt’s way.

Stargazing tour with an astronomer and wine Stargazing tour with an astronomer and wine

Stargazing | 6.30pm

Sip Under the Stars | 8th August

A Night of Wine, Cheese + Stargazing | 1 hour

Embark on a captivating space journey, vino in hand. Experience this one-of-a-kind stargazing night. Indulge yourself with wine and cheese on arrival under the stars, a stargazing session led by an astronomer and exploration of the Southern Sky - planets, galaxies, stars, constellations and galaxies through the telescope.

You can then book in to dinner from 7.30pm for a cozy dinner in the Dining Room.

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Sunday Session | 12:30pm

Minnie and the Moonrakers | 9th August

Warm up your Sunday afternoon at the winery with the infectious sounds of Minnie & The Moonrakers. From 12:30pm, the band brings a lively, toe-tapping mix of ‘50s rock ’n’ roll, swampy blues, swing, and rockabilly to the stage.

Settle in with a glass of wine, something delicious from the kitchen, and let the music carry you through a cosy winter afternoon. With plenty of groove and vintage flair, Minnie & The Moonrakers are the perfect soundtrack for a relaxed day at the winery.

Great wine, great music, and the charm of a winter’s day. We’ll see you there!

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Sunday Session | 12:30pm

All The Fuss | 16th August

Get ready for a Sunday session at the winery as All The Fuss return on Sunday the 16th of August! Bringing their signature toe-tapping tunes and laid-back vibes, they’ll have you grooving the afternoon away. Gather your friends, book a table, and settle in for a delicious lunch, great wine, and sunshine-filled afternoon.

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Sunday Session | 12:30pm

Horse Drawn Cadillac | 23rd August

Join us on Sunday for a great afternoon of live music from Horse Drawn Cadillac. They bring everything from gritty Chicago blues to Mississippi stomps, swampy country blues, and a hit of Southern funk. It's a lot of fun.

Grab your friends, relax on the lawn, and let the music, wine, and views make this a Sunday to remember.

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Sunday Session | 12:30pm

Fathers Day with Soul Tonic | 6th September

This Father’s Day, show your appreciation for the superheroes in our lives and treat him to a memorable day out at Cupitt's Estate.

Enjoy the soulful sounds of Soul Tonic as they bring their signature blend of smooth grooves, heartfelt classics and feel-good favourites to the stage. Whether performing beloved hits or putting their own spin on timeless tracks, Soul Tonic create the perfect laid-back vibe — guaranteed to have you smiling, swaying and soaking up the moment.

Make the day extra special by booking into the Cupitt’s Estate Restaurant for a beautiful 3-course menu, thoughtfully curated for the occasion. Or reserve a table in the Wine Garden and gather the whole family for a relaxed celebration filled with great music, delicious food and award-winning wines.

Bookings recommended.

Stargazing tour with an astronomer and wine Stargazing tour with an astronomer and wine

Stargazing | 6.30pm

Sip Under the Stars | 12th September

A Night of Wine, Cheese + Stargazing | 1 hour

Embark on a captivating space journey, vino in hand. Experience this one-of-a-kind stargazing night. Indulge yourself with wine and cheese on arrival under the stars, a stargazing session led by an astronomer and exploration of the Southern Sky - planets, galaxies, stars, constellations and galaxies through the telescope.

This pairs perfectly with cozy dinner at 7.45pm in the Dining Room.

Cupitts Estate Entertainment Cupitts Estate Entertainment

Sunday Session | 12:30pm

Richard and the Lionhearts | 13 September

Beloved locals Richard & The Lionhearts are here to remind us why we love live music so much! With their feel-good tunes and a knack for getting a crowd moving, they’ll have your toes tapping, your hips swaying (no judgment), and your spirits soaring.

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Sunday Session | 12:30pm

Jackee B Trio | 20th September

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!

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Sunday Session | 12:30pm

All The Fuss | 27th September

Join us on Sunday 27th September as All The Fuss return to the winery for another unforgettable afternoon of live music, great wine, and good vibes. With their signature toe-tapping tunes and crowd-favourite jams, they’ll have you grooving the afternoon away. Round up your friends, book a table, and enjoy a delicious lunch in the sunshine while soaking up the sounds of a perfect Sunday session.

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Sunday Session | 12:30pm

The Castaways | 11th October

Ease into Sunday with The Castaways, an acoustic duo bringing a mix of pop, folk, country, and blues classics to the Wine Garden. Their warm, stripped-back sound sets the perfect tone for a relaxed afternoon.

Sit back with a long lunch, a glass of wine, and great company as you soak up the music and the scenery.

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Sunday Session | 12:30pm

The Castaways | 6th December

Spend your Sunday afternoon with The Castaways, an acoustic duo serving up a laid-back mix of pop, folk, country, and blues favourites. Their groovy, feel-good tunes are the perfect soundtrack to a summer afternoon in the Wine Garden.

Settle in with a leisurely lunch, your favourite glass of wine, and good company while enjoying live music surrounded by vineyard views.