Sunday August 31, 2025 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are
Friday September 5, 2025 • 6:00 pm - 8:30 pm Sam Buckingham | BURRILL LAKE | QUIET REVOLUTION tour Share Burrill Lake Community Hall 67 Princess Highway, Burrill Lake, NSW, Australia Join acclaimed singer-songwriter Sam Buckingham for an intimate evening of music, stories, and soul-stirring songs from her new EP Quiet Revolution, alongside favourites from Dear John and Cyclone. Performed solo and acoustic, this show is raw, honest, and deeply personal — a celebration of self-discovery and powerful songwriting. Set 1: 6:30pm – 7:15pm | Set 2: 7:35pm – 8:20pm BYO food
Saturday September 6, 2025 • 6:00 pm - 10:00 pm Meet the Makers – Festival Opening Dinner Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia a joyful long-table dinner celebrating spring, seasonality and the power of collaboration. hosted at the beautiful CUPITT’S ESTATE, 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. expect a menu full
Saturday September 6, 2025 • 7:30 pm - 10:35 pm My Back Pages: Bob Dylan Songs from A Complete Unknown Celebrate the music of Bob Dylan with My Back Pages, a powerful live tribute to the songs that defined a generation. Featuring hits from Dylan’s transformative 1963–1965 era, this show brings to life the music featured in the film A Complete Unknown. From Blowin’ in the Wind to Like A Rolling Stone, experience the poetic lyrics, raw energy, and revolutionary
Sunday September 14, 2025 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are
Friday September 19, 2025 • 6:00 pm - 11:30 pm The Jungle Giants at Dunn Lewis Centre Dunn Lewis Centre 141 St Vincent St, Ulladulla, NSW, Australia The Jungle Giants are coming to Ulladulla for a special DJ Set at Dunn Lewis Centre this September! Get ready to hit the dance floor as one of Australia’s most loved artists steps behind the decks for a night dancing, feel-good tunes, and vibes. Kicking things off will be a stacked lineup of local support
Saturday September 20, 2025 • 5:00 pm - 11:00 pm Peter Bibby ‘On Tour’ Bar Yuki Wason Street 23, Milton, NSW, Australia Australia’s punk poet Peter Bibby returns with a raw and raucous solo show, performing songs from across his gritty, evocative catalogue — including new material from his next chapter as an independent artist. Expect loud, energetic, and wonderfully chaotic storytelling set to Bibby’s signature Australiana sound. This intimate solo set strips it all back to the bones
Saturday September 27, 2025 • 10:30 am - 4:00 pm Sculptures, Sips & Sounds | Moondog Willinga Park Forster Drive, Bawley Point, NSW, Australia Join us for Sculptures, Sips and Sounds at Willinga Park, A series of relaxed celebrations of art, music and landscape. The Bunker Café, catered by Killara Catering, will be open from 10.30am. Expect a seasonal menu, sweet and savoury snacks, coffee and cold drinks. Plus the Stables Bar will be open throughout the day. Or
Sunday September 28, 2025 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are
Featured Saturday October 4, 2025 • 7:30 pm - 10:30 pm MAMA KIN SPENDER – Promises Tour Milton Theatre 69 Princes Highway, Milton, NSW, Australia Don’t miss MAMA KIN SPENDER live as they unveil new songs from their upcoming concept album PROMISES (out August 25), diving deep into themes of love’s optimism, decay, rampage, and transformation. Their sound is a raw fusion of garage, soul, and folk — driven by pounding drums, blistering guitar, and howling harmonies. It’s a rally cry to the heart,
Friday October 10, 2025 • 6:30 pm - 10:00 pm MATT SCULLION MUSIC Mollymook Beach Bowling & Recreation Club Forest Way, Mollymook Beach, NSW, Australia PINK UP YOUR TOWN - MILTON PRESENTS MATT SCULLION at Mollymook Beach Bowling Club Matt is a Golden Guitar winning Australiana singer/Songwriter. He grew up on the South Coast locally, and is proud to be back and sharing his songs With three successful albums under his belt and 26 number one songs to his credit,
Sunday October 12, 2025 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are