Sydney Writers' Festival
Photograph: Supplied | Sydney Writers' Festival
Photograph: Supplied | Sydney Writers' Festival

Things to do in Sydney in May

The temperatures outside may be dropping, but things are really hotting up in the city during the last month of autumn

Winnie Stubbs
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It's no secret that Sydney shines during the summer, but there’s something special about the way the Harbour City turns up its everything-but-the-beach offerings during the cooler months.

This May, we’ve got giggly goodness courtesy of Sydney Comedy Festival, a sparkling line-up of excellent plays and musicals at theatres across the city, Sydney Writers' Festival taking over Carriageworks, a major new exhibition showing at the MCA and free jazz shows in The Rocks every Thursday evening. Oh, and the Archibald.

Adding to the illumination is Vivid 2025 – the immersive wonderland which will be lighting up the city from May 23. Until then, you can get your luminous fix at Nocturnal (lighting up a beautiful prehistoric valley in the Blue Mountains until May 11).

This month, we’ll also be spending our days stocking up on local goods at the best markets in the city, walking it out on one of these beautiful scenic trails in the city, and warming up with a Sunday roast as winter sets in.

May the force be with us.

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Want to get away? These are the best weekend breaks near Sydney, these are the best winter getaways in NSW, and these the best hot springs in the state.

The best things in May

  • Things to do
  • Pop-up locations
  • Sydney
It’s no secret that Vivid grows every year, gaining new hot spots around the city for glowy light installations, ridiculously yummy food and an all-round vibrant atmosphere. This year, the 25 Martin Place building and surrounds will have all three of those things going on – it’s back in the Vivid line-up for the first time since 2018.  Here’s our pick of what you have to check out if you’re in Martin Place during Vivid (which we reckon you should be):  Aalia X Moët Hennessy Check out the luxe plaza area of 25 Martin Place for a glamorous collab between Middle Eastern fine-diner Aalia and opulent beverage label Moët Hennessy. They’re opening a pop-up bar where the cocktails and tasty bites will be plentiful. Catch them from 3pm for a warm-up tipple or ’til 10pm when the city is alight and in the full Vivid swing. BioDream Walk the line between your subconscious and reality with this mind-bending projection of mangroves, rippling water and flying albatrosses projected onto the futuristic looking mushroom-shaped building at the entrance to 25 Martin Place. Stunning, and it's part of the Martin Place Vivid Trail. Affordable nibbles With the packed crowds, restaurants that book out weeks in advance and so much ground to cover, sometimes a cheeky takeout from the food court is the best option on a Vivid night out. 25 Martin Place even has dessert covered with a Gelato Messina on site – so you can spend more time hopping between Sydney’s light shows with a dessert cone in hand. ...
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  • Musicals
  • Darling Harbour
  • 3 out of 5 stars
  • Recommended
If you’re of a certain age, you have history (HIStory, perhaps?) with Michael Jackson. I remember getting ‘Thriller’ on cassette as a kid. ‘Dangerous’ was one of the first CDs I ever owned. I remember seeing the extended music video for ‘Thriller’ on VHS, which came packaged with a behind-the-scenes documentary. One woman, cornered for a quick vox pop at one of the filming locations, asserted that she loved Jackson because he was “down to earth”, which is darkly hilarious in hindsight.  Down to earth? The press called him “wacko Jacko” – we all did. He slept in a hyperbaric chamber. He owned the Elephant Man’s skeleton. His skin kept getting paler, his nose thinner. What a weird guy! Was any of it true? Hard to say. Even today, when a careless tweet is like a drop of blood in a shark tank to fans and journos alike, the media furor around Michael Jackson stands as one of the most frenetic in living memory, eclipsing the likes of Beatlemania. Jackson wasn’t bigger than God, he was God to a lot of people – the King of Pop, the first Black artist to smash through the MTV colour barrier, an artist, an icon, a living legend. Then came the allegations of child sexual abuse, which first began in August 1993, and continue to this day. For those who were still on the fence, the documentary Leaving Neverland, released in 2019, saw many more fans abandon Jackson, who died in 2009 at the age of 50. And so, it makes sense that MJ the Musical would set Jackson’s relationship with the...
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  • Things to do
  • Surry Hills
Vivid is doing things differently this year. For Vivid Sydney 2025, it’s not all watching the Opera House turn technicolour and wandering around The Rocks looking at the lights (though that’s still very much worth doing). This year, sparkly season is going beyond the big, CBD landmarks and lighting up one of Sydney’s trendiest inner city neighbourhoods: the Hollywood Quarter. First up, let there be light. From now until the closing night of Vivid (Saturday, June 14), the streets of HQ will glow with neon-toned nods to the world of cinema. Wander the neighbourhood and trace luminous movie soundtrack lyrics and famous quotes; this one’s a Vivid light display for cinephiles.  Then, there’s the event program – which is taking over venues across the neighbourhood with ongoing and one-off events. Every Saturday of Vivid, the Hollywood Hotel will be hosting live music and DJs in its moody ‘Vivid After Dark Lounge’, with snacks catered by nearby Butter served until 11pm. Around the corner, Golden Age is transforming into a dreamlike realm for the duration of the festival, with live music, performance art and kooky, obscure installations inspired by the beloved late director David Lynch. The Vivid line-up at Golden Age includes a performance by Marcus Whale and Nini Voss covering Lynch originals, and they’ll be screening dream-inspired movies in the next door cinema throughout sparkly season. The Soda Factory is also stepping up its entertainment game for the duration of Vivid,...
  • Museums
  • History
  • Sydney
Take one glance at the UNESCO World Heritage-listed Hyde Park Barracks and it’s obvious the big brick structure is dripping with history. It started out as a place that housed male convicts in the early 1800s, but Japanese-Australian artist Hiromi Tango is shining a light (literally) on its lesser-known significance as a site of women’s history this May and June. Watch the Barracks become a canvas for larger-than-life projections showcasing the stories of the women who passed through the building that was once the Female Immigration Depot and Hyde Park Asylum from 1848 to 1887. Recorded voices offer deeply personal stories of hope, and a visual collage that appears after dark until 10pm gives passersby a peek into the Barracks’ archaeology including its rich collection of textiles and fabric fragments inside.  Being a Japanese immigrant, and now a resident of Northern NSW, Tango was inspired by the “voices of those who are often left out of history”. Watch as the site also transforms into the ‘Hope garden’ with large ‘hope flowers’ and a collaborative installation of upcycled textiles that will keep growing.  Hope is on until June 15 at the Hyde Park Barracks, projected nightly until 10pm. Visitors can check it out for free. Find out more info here. The Hyde Park Barracks museum is also open daily from 10am to 6pm with free entry and includes an immersive self-guided audio experience which takes about an hour and a half to complete.
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  • Art
  • Sculpture and installations
  • Waterloo
You know you’re adulting when you find joy in browsing through homewares and furniture stores. Supa Centa Moore Park is like a massive playground for adults and it’s just been made even more of a great day out thanks to an immersive sculpture trail throughout the centre's public spaces.  This autumn, more than 25 contemporary sculptures crafted by renowned Australian artists will be arranged throughout the space in the Supa Sculpted Moments exhibition. The free, public collection includes work from artists Stephen Glassborow, Sonia Payes, Michael Vaynman, Margaret Sheridan, Mela Cooke and Hugh McLachlan, whose works have been displayed in some of Australia’s best galleries and prestigious exhibitions like Sculpture by the Sea.  There’s even an opportunity to get the scoop from the artists themselves, with a Meet the Makers series. For $10 (which includes a coupon for The Depot Cafe – so it’s basically free, right?) you can snag a limited spot for insight on the creative process (hello, home decor inspo).  Like what you see? Tell Supa Centa Moore Park which work is your favourite and you’ll go in the running to win a $2,500 art curation package including a discovery session, site inspection with an art curator and digital mock-up of suggested artworks for your home, bringing the spirit of Supa Sculpted Moments into your everyday living spaces. Supa Sculpted Moments is showing at the Supa Centa Moore Park from May 3 to July 20. It’s free to check out. You can find out more...
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  • Art
  • Galleries
  • Sydney
  • Recommended
Australia’s most popular arts event is back in action for 2025, with the Archibald, Wynne and Sulman Prizes bringing a fresh batch of painterly expressions to the walls of the Art Gallery of NSW from May 10 to August 17.  They call it “the face that stops the nation”, and the Archibald Prize has indeed been courting controversy and conversation for more than a century now. This popular portrait prize is always filled with famous faces, with artists from all over Australia (and also New Zealand) capturing the spirit of the times through paintings that capture the likeness of the personalities that define their communities. Julie Fragar is the winner of the 2025 Archibald Prize – she won over the judges with a stunning portrait of fellow artist Justene Williams (read more). RECOMMENDED: A beginner's guide to the Archibald Prize. The winner of the 2025 Packing Room Prize was announced a week earlier, with the Packing Room Pickers (a.k.a. the Art Gallery staff who receive, unpack and hang the entries) selecting Abdul Abdullah's striking painting of fellow finalist Jason Phu as their favourite Archibald portrait this year (read more here). Meanwhile, the Wynne Prize awards the best landscape painting of Australian scenery or figurative sculpture, and the Sulman is awarded to the best genre painting, subject painting or mural project. (Find out more about the 2025 winners over here.) The annual finalists exhibition is a real must-see, with each prize attracting diverse entries...
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  • Things to do
  • Exhibitions
  • Dawes Point
It has been more than a century since the Titanic sank into the icy depths of the North Atlantic Ocean, claiming the lives of 1,496 people, and the legend continues to captivate us.  Sydneysiders can explore detailed life-size recreations of the ship’s interiors and take a deep dive into the stories of the people on board at Titanic. The Human Story, open from May 30 at the historic Pier 2/3 in the Walsh Bay Arts Precinct. Created by award-winning exhibitions producer Musealia alongside one of the world’s foremost experts on the Titanic, renound Swedish historian and author Claes-Göran Wetterholm, the exhibition features a selection of around 200 never-before-seen objects and personal artefacts that unveil touching human stories of the ship’s passengers and crew. Far more than just a display of historic items, this is a unique narrative experience, sharing tales from history’s most legendary ship and its ill-fated maiden (and final) journey. The experience encourages guests to travel back in time through photographs, handwritten letters, cherished keepsakes, and other personal belongings. Having captivated audiences with previous iterations across America and the UK, this exhibition welcomed more than 146,000 visitors during its Australian debut in Brisbane in 2024. (Not to be confused with the similarly immersive Titanic: The Artefact Exhibition in Melbourne.) Tip: you'll want to allow about an hour and a half to explore the exhibiton, and you can book ahead for sessions...
  • Musicals
  • Haymarket
  • 4 out of 5 stars
  • Recommended
Just over a decade since it was last seen in Australia, Annie is back – bursting onto the Capitol Theatre stage filled with optimism, joy, and hope. Director Karen Mortimer revives this quintessential piece of musical theatre with a sentimental production that preserves the charm and flair found in Thomas Meehan’s book. For those living under a rock (mainly me), this Tony Award-winning musical follows the story of 11-year-old Annie, who is growing up in an orphanage in 1930s New York, under the cruel eye of Miss Hannigan. In the midst of the Great Depression, pessimism is all around, but chipper young Annie has the antidote: hope. Encouraging others to believe that “the sun will come out tomorrow”, Annie’s enduringly positive spirit seems to finally pay off, when billionaire Oliver Warbucks chooses to take her in for two weeks over Christmas. Four spirited young performers share the titular role in this production, alongside an alternating cast of child actors. On opening night, Dakota Chanel’s Annie is a ray of sunshine, fully embodying the doe-eyed optimism of the character, balancing warmth and comedy with the more tender and emotional segments. The whole ensemble of “orphans” share an incredible chemistry, which is strongly on display in their performance of ‘It’s The Hard Knock Life’. The stakes are high when it comes to such a well-known and well-loved song, but this ensemble more than meets the challenge with a passionate and committed performance.  Annie is the...
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  • Circuses
  • Darling Harbour
It’s time to ring that bell and check in for an intoxicating blend of Parisian cabaret, dazzling aerial artistry and breathtaking burlesque. Following sold-out seasons at the Sydney Opera House and the Adelaide Cabaret Festival, L’Hôtel returns to Sydney this winter, taking over the brand new Foundry Theatre from May 24 to July 6. Sydney’s own enfant terrible prince of pop Brendan Maclean takes centre stage, causing mischief alongside acting legend John Waters (Offspring, All Saints, Bloom) as L’Hôtel’s devoted hotelier, as well as a jaw-dropping cast of multi-talented entertainers.  The creation of visionary director Craig Ilott (Gatsby at the Green Light, Amadeus) and designer Stuart Couzens, this fresh twist on L’Hôtel promises to be more extravagant than ever. The pair describe the show as a world where temptation lurks in every shadow: “L’Hôtel is where elegance meets mischief, where stolen glances turn into whispered confessions, and every doorway leads to desire. It’s transportative, intoxicating, and unlike anything else in Sydney right now. Prepare to check in.” More than a show, L’Hôtel is a feast for the senses. If you choose to level up to the VIP experience, the night begins with a chilled glass of French Champagne, paired with a curated cheese board featuring the finest French selections. As the drama unfolds, guests will savour delicate éclairs and enjoy dedicated table service – fully immersing them in the seductive world of L’Hôtel from the best seats in...
  • Musicals
  • Redfern
  • 5 out of 5 stars
  • Recommended
Ah, the Titanic. An unsinkable cultural icon, the “Ship of Dreams” has appeared in almost as many movies and stage productions as the songs of Canada’s queen of the power ballad, Céline Dion. It’s even got a two-and-a-half-hour (surprisingly serious) movie musical adaptation based on Maury Yeston’s Titanic: the Musical. Although, none can hold a candle to the cultural impact of James Cameron’s 1997 blockbuster – you know, the one with Kate Winslet and Leonardo DiCaprio. So, with nostalgia being such hot property right now, it was only a matter of time before we got the camp-as-hell musical fantasia made-for-and-by-the-gays that is Titanique. Created by Marla Mindelle (who originated the role of Céline Dion – well, as imagined in this show), Constantine Rousouli (who originated the role of Jack) and director Tye Blue (whose countless industry credits include working on the casting team of RuPaul’s Drag Race), Titanique is revisionist history at its best. Loaded with Céline Dion’s greatest bangers, it casts Queen Dion herself (played so wonderfully by cabaret legend Marney McQueen here in Aus) as the narrator of the tragic tale, who continuously places herself at the center of the action – quite literally – much to Jack and Rose’s repeated dismay. It brings the campness of the film to the front, with Stephen Anderson (Mary Poppins) playing Rose’s awful mother Ruth (complete with a bird’s nest headpiece), and Abu Kebe (Choirboy) playing a brilliant, tear-jerking drag parody...
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