The best shows to see in Sydney this month

The Sydney Comedy Festival is back for another year and seems to be growing bigger on each return. This year, Sydney boasts around 850 performances across Sydney, energising the nightlife and entertainment precincts with laughs from April 13 to May 17. With a Tiffany Haddish headliner, to grassroots comedians on home soil, where do you even start figuring out which to see? Look no further than this list.

This award-winning iteration of My Brilliant Career, which debuted at Melbourne Theatre Company in 2024, is a musical theatre adaptation with a book by Sheridan Harbridge and Dean Bryant, music by Mathew Frank, and lyrics by Bryant. It follows Sybylla Melvyn (Kala Gare, SIX the musical), a fiercely independent young woman growing up in rural Australia in the 1800s. Chafing against the limitations placed on her as a woman – particularly the expectation that she should marry for security – Sybylla dreams instead of becoming a writer and forging a life of her own making. As she navigates family hardship, social pressures, and a romance with the self-made Harry Beecham (Raj Labade, The Talented Mr Ripley) that threatens to derail her ambitions, Sybylla must ultimately choose between the conventional path laid out for her and the uncertain, self-determined “brilliant career” she longs for.

After a cancellation the previous evening due to the raging storm and winds, the opening night of The Phantom of the Opera was looking dire. But magically at the stroke of 6pm, when the team of Opera Australia’s Handa Opera rolled out the red carpet, the rain dissipated and a warm setting sun floated over Sydney Harbour. The Phantom still has magic left up his sleeve after all. Phantom of the Opera on Sydney Harbour represents that age-old maxim, “The show must go on”. And go on The Phantom of the Opera shall! Rain, wind, or sun, the show is at the mercy of nature, but overcoming the natural challenges from Mother Nature makes it all the more thrilling to witness. Every outdoor spectacle presented by Handa Opera is consistently infused with decadence, and this restaging of Andrew Lloyd Webber’s classic is no different. This is a highbrow spectacle at its most luxurious.

Disney’s Anastasia (1997) was among the first musical films I knew in its entirety. While many children frolicked to Timon and Pumbaa’s playful anthem in The Lion King, I was instead reenacting “Once Upon a December” in my living room, captivated by a heroine whose quiet determination carried her through danger and uncertainty. At the time, I could not have anticipated how deeply this film would shape my relationship with musical theatre. “Journey to the Past” soon became a staple audition piece, and Anya’s unwavering belief in her own worth quietly informed my own developing sense of confidence.

The glitz and glamour of the cinema's golden age was gilded with the grunt work of working actresses. Their complex lives were replaced with one-dimensional characters and sound bites (some things don’t change). Anton Burge’s Bette & Joan pulls away the façade of the silver screen to delve deeper into one of the biggest Hollywood rivalries of the twentieth century – between Bette Davis and Joan Crawford. In its Australian premiere, directed by Liesel Badorrek, this show balances the vulnerability and venom.

If you’re looking for a night out where serotonin is dialled up to the max – it’s a seat at The Grand Electric. La Ronde is a cheeky, jaw-dropping performance hitting the intimate stage in Surry Hills this autumn. It has wowed audiences in Adelaide, Newcastle, Darwin, Auckland and Sydney, and now it’s now back in town for a second season. The high-adrenaline affair made waves as one of the must-see shows of the Adelaide Fringe – clocking up an immense amount of five-star reviews in the process. While some of the other shows by the same creators, like Blanc de Blanc, are a little more risqué, La Ronde is a fun night out for anyone over 15. Live music sets the stage for some gravity-defying stunts and glitzy disco fever. There’s so much variety in the show that it’s got something for everyone from avid theatre-goers to couples on date night. With a super interactive ringside experience, it also serves as the ultimate group night out where bubbles and gasps flow generously.

Love, for all its risks, is rarely framed as something unsettling or dangerous. Desire, hope and care are often gathered together in pursuit of joy. Though sometimes what emerges is darker: love can shift your sense of self, clouded by danger, deceit and dread. The River, directed by Margaret Thanos, explores the space between desire and deceit in an evocative introspection on love. Written by Tony Award-winning playwright Jez Butterworth, the production forces the audience to confront not only what love reveals, but what it conceals. 

With all the doom and gloom in the world today, we sure could use a belly laugh. Good news – the Sydney Comedy Festival is turning 21 and you're invited to the celebrations from April 13 to May 17, 2026. That’s five glorious weeks and more than 400 shows that guarantee plenty of LOLs.  SCF has two exclusives this year: Star power shines through the likes of Tiffany Haddish who brings her stand-up to the State Theatre on April 25 and the Enmore Theatre on April 26. And, if you loved the 2024 Netflix hit Baby Reindeer, catch its creator Richard Gadd for a special in-conversation event at the Sydney Opera House on May 11. Consider your funny bone officially tickled.