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!
Venue Closed
JANUARY - 26th
FEBRUARY - 20th - (Private Events - Cellar Door open till 1pm)
MARCH - 5th, 13th, 30th, 26th - (Private Events - Cellar Door open till 1pm)
SUNSET SESSIONS
DJ Tommy | 24th January
A good wine deserves a good soundtrack.
Our very own, Tommy Disco (aka Tom Cupitt) is on the decks from 5pm - serving up soul, funk and breezy feel-good grooves to match the view.
Bring your friends, tuck into some pizza and celebrate the weekend with a glass of Cupitt's wine.
It's laid-back, a little retro, and exactly what Saturdays should feel like.
Sunday Session I 12:30pm
Soul Tonic I 25th January
Settle in for a perfect Sunday lunch among the vines as we welcome this vibrant 7-piece band to the winery.
Blending classic and contemporary funk, soul, and disco favourites, they’ll bring smooth grooves, sunny rhythms, and feel-good energy to your afternoon.
With rich horn lines and soulful vocals floating through the open air, it’s the ideal soundtrack for great wine, good company, and a laid-back day outdoors.
Friday Sunset Session I 5pm
Solo West I 30th January
We’re excited to welcome Solo West to Cupitt's Estate!
This talented South Coast multi-instrumentalist brings an upbeat mix of your favourite covers from the ’70s through to today. Whether you’re singing along, tapping your feet, or simply soaking up the good vibes, Solo West always brings the fun.
Gather your friends and join us for delicious food, great wine, and a night filled with music and merriment!
Bookings recommended
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!
Sunday Sessions | 12:30pm
Minnie and the Moonrakers | 8th February
Groove your Sunday afternoon away with Minnie & The Moonrakers. Enjoy a lively, toe -tapping hybrid of fifties rock n' roll fused with swampy blues, swing and rockabilly from 12.30PM to 3:30PM.
Gather your friends, grab one of our delicious pizzas and some bites to share, and enjoy a glass of Cupitt’s wine as you wrap up the weekend.
Timea Wright I 5pm
Friday Sunset Session I 13th February
We are looking forward to a lovely Friday Sunset Session with Timea Wright. Please join us on Friday, February 13th for an afternoon of soulful, laid-back music.
Gather your friends, relax under the setting sun, and enjoy the perfect blend of music, wine, and views. We look forward to seeing you there.
Sunday Session | 12:30pm
The Stayers | 15th February
Catch The Stayers Live at Cupitt's Estate – Sunday, 15th February!
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 Sessions | 12:30pm
The Specialties | 22nd February
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 I 12:30pm
Jackee B Trio I 1st March
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!
Sunday Sessions | 12:30pm
Dave Newman | 8th March
Add a little fun to your Sunday afternoon with our Sunday Session featuring Dave Newman.
Settle in for a relaxed and uplifting end to the week as Dave brings his engaging charm and classic acoustic hits to the Wine Garden. Expect plenty of laughs, toe-tapping tunes, and the perfect laid-back Sunday vibe.
Gather your friends, grab one of our wood-fired pizzas and some bites to share, and enjoy a glass of Cupitt’s wine as you unwind into the evening.
