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People having fun at Winter Cellar Door
Photograph: Supplied/NSW Wine | People having fun at Winter Cellar Door
Photograph: Supplied/NSW Wine

The best things to do in Sydney this weekend

Hello weekend, we're ready for you

Avril Treasure
Edited by Avril Treasure
Editor, Time Out Sydney
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Looking for weekend fun? You've come to the right place. 

NSW Wine’s Winter Cellar Door is heading back to Carriageworks this Sunday, July 5, bringing together more than 20 of the state’s best producers from the Hunter Valley, Orange, Mudgee and beyond for one cracking day of tasting, wandering and discovering your next favourite drop. Tickets are on sale now for just $15 – cheaper than a glass of wine in Sydney.

The Incognito Art Show kicks is on now at Carriageworks until July 5. Buy an original artwork by up-and-coming artists and potential Archibald Prize winners for just $100 at this secret art show.

Bondi Festival is back from July 3-19 with 17 days of music, theatre, comedy, visual arts and immersive experiences, plus the return of crowd favourites like the ice rink, Bondi Vista Ferris Wheel and the colourful Bondi Beach Sea Wall. This year’s festival is extra special, marking a once-in-a-lifetime nod to Bondi’s postcode (2026) with its biggest program yet.

Get into the winter magic at Darling Harbour’s popular ice rink, located in the Palm Grove Forecourt outside IMAX Sydney. As well as daily skating sessions from 10am-9pm, this year’s event will feature new Friday night performances, with six ice skaters taking to the rink at 5.45pm and 6.45pm.

If the weather is average but you’re keen to get out of the house (and stay dry), check out our guide to fun things to do indoors. Plus, warm up with Sydney’s most delicious Sunday roasts (crispy pork belly for me), and work your way through the city’s best affordable eats.

Qtopia Sydney’s Pride Fest 2026 is on this month, with more than 300 events celebrating queer arts, culture and community across the month. For the first time, the festival expands beyond Qtopia to take over Sydney’s Oxford Street precinct, featuring theatre, drag, music, fitness, talks and more.

The Archibald, Wynne and Sulman Prizes have landed at the Art Gallery of New South Wales, with Richard Lewer taking home the top honour for his portrait of Pitjantjatjara Elder Iluwanti Ken. Head to the gallery to check out the winning portrait in person, plus all the finalists and winners. The exhibition runs until August 16, with tickets from $30.

There are plenty of excellent shows in Sydney this week, with my top pick being Garry Starr: Classic Penguins, now on at Carriageworks. It’s laugh-until-you-cry funny, with the award-winning comedian baring all.

And I'm keen to see Mackenzie – our reviewer said it's "a flamboyantly fresh adaptation of one of Shakespeare’s most renowned works filled with laughter, farce and flair." Check out the best shows to see in Sydney this month here.

And if you want more boozy fun, you can work your way through Sydney's best bars here. Oh, and you can suss Sydney’s best restaurants.

Hope you have a fun weekend.

Weather not looking so hot? Check out our list of the best things to do indoors in Sydney.

Looking for weekday fun? These are the best things to do in Sydney this week.

Stay in the loop: sign up for our free Time Out Sydney newsletter for more news, straight to your inbox.

The best things to do this weekend

Nocturne at Pier Pavilion

  • Music
  • Barangaroo
Nocturne at Pier Pavilion
Nocturne at Pier Pavilion
Photograph: Supplied | Barangaroo
Looking for a winter night out that won’t torch your bank account? We’ve got just the thing. Nocturne is returning to Barangaroo this July, bringing a month of free live music to the harbour’s striking Pier Pavilion. Kicking off on Friday, July 3 and running every Friday and Saturday night until July 25, this after-dark concert series transforms the waterfront venue into an intimate listening space, complete with ambient lighting, theatre-style seating and views across the water.RELATED READ: 26 cool things to do in Sydney this winterCurated by Musica Viva Australia, the 2026 program spans classical, folk, jazz and genre-blurring sounds. Opening weekend sets the tone with contemporary cellist Freya Shack-Arnott, Irish-Australian artist Bonnie Stewart and double bassist Ben Ward. Across the following weeks, audiences can catch performances from internationally acclaimed guitarist Karin Schaupp, Sydney’s Enigma Quartet, and the genre-defying ensemble Elysian Fields, who close out the series. Designed as an easy (and free) winter night out, Nocturne invites you to make an evening of it. If you've got a little money to make it an occasion, grab a pre-show drink at Henry Deane or The Lord Nelson, settle in by the water as the music rolls in then fuel up nearby (Aori, A’mare and Anason are our fave restaurants in the area).Shows kick off from 6pm, making it just as suited to a post-work wind-down as it is to a low-key date night. And with Barangaroo Metro, Wynyard Station,...
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Incognito Art Show

  • Things to do
  • Exhibitions
  • Eveleigh
  • price 1 of 4
  • Recommended
Incognito Art Show
Incognito Art Show
Photograph: Supplied | Incognito Art Show
What do Laura Jones, Julia Gutman and Blak Douglas have in common? They’re all celebrated Archibald Prize winners – and they’ve all created and donated original artworks for the Incognito Art Show. And at just $100 a piece, you just might be able to get your paws on one of their works. Returning to Carriageworks Sydney from June 27, the Incognito Art Show has around 20,000 original artworks by more than 15,000 artists. All A5 in size, they're up for grabs at very affordable price of just $100 each. And while the show also heads to Brisbane and Townsville, the Sydney collection is by far the biggest. Just sayin’.  Now, are you ready for the plot twist? The artist remains a mystery until after you’ve bought the artwork. Yes, the artist stays anonymous before purchase, with their name and signature revealed on the reverse side once the artwork is yours. So unless you’ve got the eye of a seasoned gallery curator, you’re choosing pieces purely because you gravitate towards them – not because there’s a famous name attached. Who knows, you could walk away with a work by an emerging artist whose career is about to take off or unknowingly snag something by one of Australia’s most acclaimed names.  What’s more, the event supports artists with disabilities – 100 per cent of profits go towards their professional development. In 2026, funds raised will support Studio A in North Sydney, The Art Factory in Wagga Wagga and Access Arts in Brisbane. "Incognito has cemented itself as a key...
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National Indigenous Art Fair

  • Art
  • Barangaroo
National Indigenous Art Fair
National Indigenous Art Fair
Photograph: Shannon Cedar
This year, the National Indigenous Art Fair (NIAF) has found a new home at The Cutaway in Barangaroo. Coinciding with NAIDOC Week, the seventh edition of NIAF is on from July 3–5 and brings together more than 30 Indigenous Art Centres from across Australia. NIAF is your opportunity to connect directly with artists from some of the country’s most remote communities. Presented by First Hand Solutions Aboriginal Corporation, more than 100 Aboriginal and Torres Strait Islander artists will travel to Sydney for the event, presenting everything from painting, weaving and sculpture to fashion, dance, live music and large-scale installations.  Some of the art centres include Merrepen, Durrmu Arts, Jilamara Arts and Craft, and Artists of Ampilatwatja. As for prices, expect to pay anything between $100 to $30,000 for works by artists like Kieren Karritpul, Karen Rogers, Agnes Donnelly, Valerie Brumby, Joseph Williams, Mary Gibson, Rachel Luckan, Joey Nganjmirra, Rekeshia Goodwin and Stefan Smith, to name a few. Curated by a team of leading First Nations creatives, the 2026 program expands beyond art – make sure to take in some of the exhibitions, workshops, talks and performances celebrating Blak excellence and culture. Highlights include a Friday Opening Night on Friday, July 3, featuring live music, a fashion parade and dance. Importantly, no commission or stall fees are charged, ensuring that 100 per cent of the profits go directly back to remote Indigenous art centres. Whether...
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Mackenzie

  • Dawes Point
  • 5 out of 5 stars
  • Recommended
Mackenzie
Mackenzie
photograph: Brett Boardman
I had high expectations – I won’t lie. As a literary and theatre purist, I am always a little wary of adaptations, but the mix of Y2K child star culture with Shakespeare’s Macbeth had me curious. I mean, what could explore power and unchecked ambition more than the kingdom of Hollywood? Virginia Gay’s modern adaptation, Mackenzie, not only raised the bar but crushed it into rhinestones and scattered it across the stage. This fabulous Bell Shakespeare production, now on at The Neilson Nutshell in Walsh Bay, plays with power without ever wavering from its camp and comedic register. Gay has reminded us that camp, done right, is that serious.  What is the premise of Mackenzie? As a story adapted from Macbeth, Mackenzie (Kimberley Hodgson) is a highly talented background actress and performer on the tween program ‘The Dahlia Show’. However, blood, sweat and tears are literal here, as the weight of such a role comes at the cost of brutality, abuse and meeting network expectations at the tender age of thirteen. While in hair and make-up, both Mackenzie and her co-star Beau (Ryan González) are told of a prophecy by their make-up artist of a future where Mackenzie is promoted on ‘The Dahlia Show’ and becomes the biggest pop sensation in the world. After the promotion occurs, Mackenzie’s mother, Ruth (Nikki Britton), works with Mackenzie to take down Dahlia and help ensure her rise as the biggest pop star. However, after five years, work, guilt, youth and the misogyny of the...
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Garry Starr: Classic Penguins

  • Comedy
  • Eveleigh
  • 5 out of 5 stars
  • Recommended
Garry Starr: Classic Penguins
Garry Starr: Classic Penguins
Photograph: Supplied/Penguin Upright
Apparently, books are dying. Fortunately, Garry Starr is here to save them. Fresh from a sold-out run in London’s West End and winner of the Melbourne International Comedy Festival’s Most Outstanding Show in 2025, comic mastermind Damien Warren-Smith once again transforms into his chaotic alter ego in Garry Starr: Classic Penguins. The show lands at Carriageworks this winter with a literary adventure that’s as absurd as it is laugh-out-loud funny. Armed with little more than a tailcoat, a pair of penguin flippers – and an alarming lack of clothing – Starr sets himself an impossible mission: to perform a whole heap of Penguin Classic novels in under an hour. From Moby Dick and Dracula to Little Women, Frankenstein and The Jungle Book, no literary masterpiece is safe from Starr’s relentless visual gags and perfectly timed physical comedy as a near-naked penguin. And – wait for it – audience members are frequently recruited to help bring the classics to life. You’ve been warned. Time Out Sydney Editor Avril Treasure saw Classic Penguins last year at Redfern’s Grand Electric and says: “I don’t really like using the term ‘must-watch’, but this absurd, ridiculous, laugh-until-you-cry show is exactly that. Starr goes all-in, bush and all, in this not suitable for children homage to Penguin Classics – the funniest, silliest show I’ve seen.” Garry Starr: Classic Penguins is on from June 16 to July 5 at Carriageworks. The show contains full nudity and is strictly 18+. Tickets are...
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Treasures of the Viking Age – The Galloway Hoard

  • Things to do
  • Exhibitions
  • Darling Harbour
Treasures of the Viking Age – The Galloway Hoard
Treasures of the Viking Age – The Galloway Hoard
Photograph: Supplied | National Museums Scotland
It’s easy to think that tales of raucous Vikings are the stuff of fiction: horned helmets, fierce warriors and wooden boats that were as intricately carved as they were fearsome on a misty horizon. This year, the Australian National Maritime Museum is displaying an awe-inspiring exhibition with some very real artefacts that show just how pivotal the Viking Age was in forming what we know as modern-day Scotland, England and Ireland.  The Treasures of the Viking Age: The Galloway Hoard exhibition uncovers items that were buried around AD 900. Due to all the looting synonymous with the Viking Age, it was really common for treasure troves of goods to be buried and forgotten about, only to be discovered centuries later.  In 2014, metal detectorists uncovered The Galloway Hoard with five kilograms of precious metals, rare organic materials like silk, heirlooms and more. Sydney's own Australian National Maritime Museum is displaying the collection, on loan from National Museums Scotland, until October. Tickets start from $15 for children, $25 for adults and free for members. You can catch the exhibition open daily from 10am-4pm now, until October 11. Book your tickets here.
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Ice Skating at Darling Harbour

  • Things to do
  • Sydney
Ice Skating at Darling Harbour
Ice Skating at Darling Harbour
Photograph: Supplied | Darling Harbour
Sydney’s Darling Harbour is turning to ice once again. No, the harbour itself hasn’t frozen over (though the winter chill might have you fooled), but the much-loved ice skating rink has officially glided back into town for the 2026 season – and it’s bigger, busier and more entertaining than ever. If you’ve always dreamed of landing a triple axel – or simply recreating your own Home Alone 2 moment under twinkling city lights – consider this your cue. Whether you’re planning a wholesome date night or looking for a foolproof way to tire out the kids these school holidays, this icy pop-up delivers. From Friday, June 27 until Sunday, July 19, you can head down to the Palm Grove Forecourt (just outside IMAX Sydney) to lace up your skates and take to the rink. Sessions run daily from 10am to 9pm, giving you plenty of time to channel your inner figure skater – or wobble your way around like Bambi on ice. (Pro tip: thick pants are still your best friend.) The rink welcomes skaters of all levels, with handy skating aids available for little ones still finding their footing. But the big new addition for 2026? Friday night performances. Each week at 5.45pm and 6.45pm, six professional skaters will take to the ice for a dazzling 12-minute show, bringing a touch of winter magic to the waterfront with elegant choreography and serious skill. Once you’ve had your fill of spins (intentional or otherwise), Darling Harbour’s surrounding precinct is packed with dining options – from quick...
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The Lion King

  • Musicals
  • Haymarket
  • 5 out of 5 stars
  • Recommended
The Lion King
The Lion King
Photograph: Daniel Boud
The opening note of ‘The Circle of Life’ may just be one of the most recognisable in a Disney musical. If you don’t agree, then you may have to convince the entire theatre-going audience who were at Disney’s The Lion King on opening night. The full house’s roars could be heard all the way out of the Capitol Theatre’s front doors as the king of musicals triumphantly returns to Sydney – the first time in more than a decade. What type of show is The Lion King? It’s called The King of Musicals for a reason. If it’s not Elton John’s iconically recognisable music, or Tim Rice’s lyrics you’ve sung over a late-night karaoke session, then its Roger Allers and Irene Mecchi’s book featuring the characters you love, the characters you hate, and the ones you undoubtedly cry over – tears were definitely still shed during that scene. What’s so beautiful about The Lion King is the blurring of worlds and culture that merges in between all of these. Julie Taymor’s directorial conception blends African culture, language, movement and costume underneath masks and puppetry of the animal characters. Mufasa’s “crown” is a stoic, strong and towering headdress. The elegant lionesses soar and leap through the sky through Garth Fagan’s choreography as wing-like gowns flow behind them. The animals of Pride Rock are adorned with larger-than-life puppets of intricate designs and architecture: a re-engineered bicycle becomes leaping antelope, birds fly above the crowd on poles manipulated by performers,...
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Anastasia

  • Musicals
  • Darling Harbour
  • 4 out of 5 stars
  • Recommended
Anastasia
Anastasia
Photograph: Jeff Busby
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.  What I did not yet understand, however, was the historical context behind the story: the execution of the Russian imperial family in 1918 and the long-standing myth that Grand Duchess Anastasia Romanov survived. The 1997 animated film leans fully into fantasy, using magic and spectacle to distance itself from historical reality. The stage musical, which premiered on Broadway in 2017 with a book by Terrence McNally and music and lyrics by Stephen Flaherty and Lynn Ahrens, takes a different approach, removing the supernatural elements in favour of a more realistic political setting. This creative decision has lingered uneasily over the production since its premiere, inviting criticism for its revisionist narrative – a species of theatrical “fake news,” further undermined by the musical’s questionable commitment to American accents. In performance, now at Sydney Lyric Theatre, this shift...

Archibald, Wynne and Sulman Prizes

  • Art
  • Galleries
  • Sydney
  • Recommended
Archibald, Wynne and Sulman Prizes
Archibald, Wynne and Sulman Prizes
Photograph: AGNSW/Jenni Carter
Australia’s most popular arts event is back in action for 2026, 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 9 to August 16.  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. Melbourne-based artist Richard Lewer is the winner of the Archibald Prize 2026 – he won over the judges with a stunning portrait of Pitjantjatjara Elder, senior artist and ngangkari (traditional healer) Iluwanti Ken. RECOMMENDED: A beginner's guide to the Archibald Prize. The winner of the 2026 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 Sean Layh's striking painting of actor Jacob Collins as their favourite Archibald portrait this year.  Meanwhile, the Wynne Prize awarded the best landscape painting of Australian scenery or figurative sculpture to YolƋu artist Gaypalani Waáč‰ambi, and the Sulman was awarded to Lucy Culliton for the best genre painting, subject painting or mural project.  The annual finalists exhibition is a real must-see,...
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