The best shows to see in Sydney this month

You know that post-night-out buzz? The one after a really good date or wild night out with friends, where you’re smiling all the way home in the Uber, replaying the best moments in your head, before falling asleep in a dopamine haze. That’s the exact spell Head Over Heels cast on me. This gloriously camp, joy-filled queer musical is basically the recipe for a perfect night out: a wacky story, boppy tunes played live on stage, impressive costumes and props, and a cast where every member channels ‘main character’ energy. Brought to us by Hayes Theatre Company and Well Done Creative (the makers of Hedwig and the Angry Inch, Avenue Q and Spring Awakening), Head Over Heels is a brilliant reminder of just how vital and dazzling small theatre productions are in Sydney. As a humble theatre fan, I believe this show deserves to be a sell-out – so consider this your gentle nudge to snag a ticket before the season ends on March 22.

The question of meaning has long shaped the human condition, at once a source of existential anxiety and a catalyst for some of the world’s most powerful artistic expression. For some, purpose is not pursued but inherited – something life quietly unfolds in its own time, revealing itself only in hindsight. For others, it is a relentless obsession, a restlessness that has driven monks, scholars and countless others towards faith, philosophy and protest in the hope of naming and securing it. Whatever the path, one thing remains certain: purpose is a question that sits within all of us. 

Sydney Theatre Company has built a reputation for championing African American voices, staging landmark works by writers such as August Wilson (Fences, 2023) and Lorraine Hansberry (A Raisin in the Sun, 2022). While those productions connected Australian audiences with enduring American classics, Purpose offers a voice unmistakably of the present, one grappling with the complexity of living in a world that is hyper-aware of itself.

Jay Gatsby invites you into the decadent world of The Green Light, nestled inside The Studio theatre of the Sydney Opera House, where the roaring '20s is reborn for an evening of decadence, debauchery and delight. Gatsby at the Green Light is back by popular demand and, with an extended run until March 2026, there’s clearly a demand for cabaret with a touch of elegance and plenty of grandeur.