What's On at Cupitt's Estate

Join us for Friday Sunset Sessions as Timea, a soulful singer-songwriter, weaves heartfelt melodies that transcend borders. Raised in Hungary with a fusion of Hungarian and British heritage, she now finds creative sanctuary in Australia. Whether in intimate venues or on street corners, her music resonates with raw emotion. With a bittersweet touch, Timea's sincere voice and guitar playing invite listeners on a genuine journey, where shared experiences can be found through her sound.

Groove into the Weekend with Tommy Cupitt’s Debut DJ Set at Cupitt’s!

This Saturday, join us at Cupitt’s Estate as Tommy Cupitt takes to the decks for his debut DJ set, creating the perfect vibe to groove into the weekend. With a smooth mix of disco, house, and soulful beats, it’s all about relaxing, sipping, and soaking up the atmosphere.

Think you’ve got a name for the man behind the music? Enter our best DJ name competition on the night and help us give Tommy his ultimate stage persona!

Come for the grooves, stay for the wine—it’s the perfect pairing for your Saturday evening!

Celebrate the long weekend with Minnie & The Moonrakers, bringing their lively rock tunes to our Sunday Session. It’s the perfect way to spend a summer afternoon on the South Coast—great music, good vibes, and stunning views. See you there!

Keith is an amazing Sydney soloist, and with his massive song list can appeal to all ages and covers all styles of music from rock to ballads. Keith's mesmerizing voice and ability to captivate audiences will make this evening unmissable.

Get ready for an evening of classic covers, upbeat tunes, and good vibes with Dave Newman! Join us on Saturday, 1 February, from 5 PM on the deck as Dave’s acoustics set the perfect tone for a summer Saturday. From singalong favourites to laid-back grooves, it’s music made for golden hour. Grab a glass of wine, settle in with some friends, and let the tunes and views take you away. Make it a Saturday to remember.

Beloved locals Richard & The Lionhearts bring their distinctive blend of blues, funk, and soul to Cupitt’s Estate on Sunday, February 2nd. With decades of experience and a sound reminiscent of Stevie Ray Vaughn and Keb Mo, Richard Barry and The Lionhearts deliver powerful vocals and exceptional guitar work that captivate audiences. Settle in for a long lunch, sip on a glass of wine, and enjoy. Live from 12:30 PM—book your table now.

Ease into the weekend with a Friday Sunset Session with Tall Shaun. With the sun setting over the vineyard, a glass in hand, and live music to set the mood, these evenings are the perfect start to a summer weekend. Tall Shaun never fails to bring a crown and a vibe, so be sure to book ahead to avoid disapointment. See you there.

Wind down February with an acoustic Sunday session by The Castaways. This duo brings the perfect backdrop for a sunny afternoon – acoustic tunes, good food, and friends in the Wine Garden. Join us from 12:30pm and make the most of a classic South Coast day out!

Ease into your Sunday with Alex Clarke’s acoustic sounds, blending rock classics and modern hits. From Paul Kelly to Pennywise, Alex’s set has something for everyone. Gather your crew, grab a wine, and soak up the chilled vibes in the Wine Garden. Book your table now for a laid-back summer session!

Get ready for a soulful ride with Horse Drawn Cadillac. Their mix of Chicago blues, swampy funk, and country grooves will have you tapping your feet and sipping on your favourite Cupitt’s brew. The ultimate Sunday session awaits—don’t miss it. Book now for an afternoon of great vibes and live music!

Join us Sunday, March 30th, for an afternoon of great vibes with All the Fuss in the Wine Garden! Perfect for a laid-back Sunday with a touch of fiesta—grab a glass of wine, enjoy a delicious lunch, and soak up the sunshine with friends. It’s the perfect way to wrap up the weekend. See you there?

Kick off your weekend with an incredible Sunset Session featuring Ziggy McNeill. Known for his virtuosic guitar skills and layered loops, Ziggy’s sound blends rhythmic beats and soulful melodies, drawing inspiration from legends like Tommy Emmanuel. Settle in for a relaxed evening in the Wine Garden, where great music, delicious food, and stunning South Coast views come together perfectly. Music starts at 5pm—book your table now for a memorable night.

Make your Sunday special with live music from Ziggy McNeill in the Wine Garden. Ziggy’s performances are a captivating mix of virtuosic guitar solos, rhythmic beats, and contemporary loops, creating a sound as vibrant as the South Coast views. Pair the tunes with a leisurely lunch and a glass of Cupitt’s wine for the perfect end to the weekend. Music starts at 12:30 PM—secure your spot today.

Kickstart your weekend with Alex Clarke’s acoustic set. With a mix of timeless covers and original tunes, Alex’s music creates the perfect atmosphere for a relaxed evening. Pair it with a delicious dinner and stunning South Coast views. Don’t miss your chance—book your spot today!

Set the tone for your Sunday with All the Fuss. Their neo-soul, funk, and RnB grooves are guaranteed to elevate your afternoon. Pair the tunes with a chilled glass of wine and a hearty lunch—pure Sunday perfection. Reserve your spot now.

All the Fuss returns to the Wine Garden for another unforgettable session. Think smooth sax, soulful vocals, and funky beats. Gather your friends, sit back, and let the good times roll. Secure your table now for an incredible afternoon.

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!