The best things to do in Sydney this January

If there’s one thing Sydney does spectacularly well, it’s slow summer evenings – the kinds that see the sky turn sherbet-pink and the whole city look a little softer around the edges. This summer, Cockatoo Island/ Wareamah is handing us a very solid excuse to make the most of it: Sunset Sessions is back, taking over the lawn of historic Biloela House with a weekly dose of live music in the open air. Running on Saturday evenings from January 10 2025 to April 4 2026 (except from Saturday, March 7), the island’s curated open-air gig series is one of those annual events that reliably sells out – and for good reason. The formula is foolproof: pack a picnic rug, stretch out on the grass and let a line-up of emerging local artists soundtrack the slow fade into night as the sun sets behind the city. RELATED READ: These are the best sunset spots in Sydney This year brings a particularly juicy mix of genres and rising talent to Sydney Harbour’s largest island. Expect lush vocals from Charlie Collins, dreamy pop by Mia Lovelock, and globe-spanning grooves courtesy of Immy Owusu and Dom Diaz. You’ll also catch Bella Amor, Mina Siale, PA777IENCE, Skyscraper Stan, Lady Lyon and Lucienne – with more artists still to be announced. If you’re not the type to pack your own snacks, Biloela House will have refreshments ready to go – or you can pre-order a hamper of treats when you book your ticket. And if you’ve ever entertained the fantasy of running away to an island for the night, Cockatoo...

If you were under the impression that Sydney’s summer fun peaks in December, think again. Every summer, right after the dust settles from the Harbour City’s sparkling NYE fireworks display, Sydney Festival is waiting to take over the city with a hefty helping of fresh arts and culture. This is your chance to get in on an almost-month-long program overflowing with avant garde performances, immersive art installations, phenomenal live musicians and parties that rock on well into the night. This year, the annual event is turning 50 – and if you were expecting a quiet midlife moment, think again. This summer, from January 8 to January 25, the city is throwing itself into a full-blown cultural block party, cracking open five decades of artistic history and inviting everyone in for a look at what’s next. Under the direction of Kris Nelson, who’s stepping up for his first year at the helm, the 2026 program is a sprawling, joy-sparking mix of theatre, music, dance and art.  At the heart of this anniversary edition is a deep dive into connection across generations, playing out through a (delightfully off-the-wall) theatre program. There’s the world-premiere roller-derby spectacular Mama Does Derby, which will see Virginia Gay and Clare Watson transform Sydney Town Hall into a full-scale rink for a tender, sweaty mother-daughter story. There’s Dear Son, bringing Thomas Mayo’s powerful collection of letters to the Belvoir stage with music, dance and theatre-makers Isaac Drandic and...

The Art Gallery of New South Wales is one of our fave places to hang out year-round – and this December it welcomes a banging new exhibition from Melbourne-born artist Ron Mueck. Ron Mueck: Encounter is the artist’s largest exhibition ever in Australia, bringing together a stunning selection of his hyperreal human sculptures from around the globe.  The life-like and scaled up sculptures aim to challenge perceptions by offering a profound and observational look at the human experience. Grounded in realism, the captivating figures tenderly embody themes such as birth, death, alienation and togetherness.  After making his start in children’s television, Mueck trained under Jim Henson (The Muppets) in puppeteering and model making where he made a name for himself on major projects including Sesame Street and the film Labyrinth. Soon after he relocated to London to run his own animatronic studio, before finding his way to figurative sculptures in the late ‘90s and revitalising the medium.  Ron Mueck: Encounter runs daily from December 6 to April 12, 10am–5pm, and until 10pm on Wednesday nights, as part of the Sydney International Art Series, a government initiative that teams up with Destination NSW to bring the world’s most prolific artists exclusively to Sydney. Tickets are $35 for adults on weekdays, $37 on weekends and public holidays, with two-for-one Art After Hours deals on Wednesday evenings, or $45 flexi tickets (which are un-dated single entry tickets). You can book...

Somebody pop the Champagne, because the world's most beautiful outdoor cinema will be back by the harbourside, running over 47 nights from January 9 to February 24 – and tickets are now on sale. Westpac OpenAir will once again take over Mrs Macquaries Point this summer, with panoramic views of the Sydney Opera House and Sydney Harbour Bridge as its staggering backdrop.  The line-up features everything from old-school hits to cult classics and brand-new Aussie debuts, including films like Dirty Dancing, Marty Supreme, Mission: Impossible – The Final Reckoning, Hamnet and 10 Things I Hate About You. You can check out the full program here.  Meanwhile, there’s more than just iconic views and the latest blockbusters in store, with a bunch of excellent food and drink offerings available for every budget. Think fresh seafood and Spritzes at The Chandon Garden, a lush waterfront restaurant by acclaimed chef Danielle Alvarez called Summer House Dining, and a classy dining terrace for Westpac customers. A heads-up that you’ll need to book your spot in advance.Just after a sundowner? Then order a beer (or an entire bottle of Champagne, ice bucket and all) and settle in for a film screening projected on the huge 350-square-metre, three-storey-high screen that lights up as night falls over the harbour.  If you really want a run-up for the view, take a stroll through the Royal Botanic Gardens on your way to the cinema (but word to the wise, don't leave it too late, lest you be caught...

If you've ever wondered what would happen if a kid's drawing of their wildest dream utopia suddenly came off the page and into real life, you're in luck, because that's pretty much what's happening right now beneath the Art Gallery of NSW.  Artist and professional disruptor Mike Hewson has taken over the weird subterranean world of The Tank with his one-of-a-kind new exhibition, Mike Hewson: The Key's Under the Mat, where for the first time ever, all the main lights in the normally pitch-dark Tank will be switched on, revealing a weird wonderland of interactive art pieces and play equipment that have to be seen to be believed. We're talking: A steam room with stained glass windows that you can actually sit in, a functioning sauna with bespoke church pews, five actual operating public barbeques that you can cook on, rushing water to play in (seriously, bring your swimmers), a working laundry,  and a free-to-use recording studio, plus a whole plethora of bright and delightful surprises that are all about getting community together, to do cool stuff, for free. Basically, break your imagination and delete all adult expectations. This is unlike anything we've ever seen.  Kids who aren't afraid of some risk are also one of Hewson's big targets with this show (although parents, rest easy, the floor is specially made out of recycled soft rubber that's rated for use in public playgrounds), with the space also home to a wild children's playground. Intrepid kidlets can test their...

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.  What type of show is Gatsby at the Green Light? Based on F. Scott Fitzgerald’s classic text, The Great Gatsby, director Craig Ilott once more takes audiences into an exploration of the liquor-fuelled parties, yearning and lust of the illusive figure, Jay Gatsby, in an evening of professional cabaret. Ilott doesn’t so much play out the story of The Great Gatsby, but instead takes the crux of it – one of greed, love, decadence and the unreachable American Dream – to showcase some of the best talents in cabaret, aerial acrobatics, tap and circus. Set inside the fictionalised bar, The Green Light, designer Stuart Couzens creates a world that feels like you’ve stepped back into a speakeasy bar of Fitzgerald’s America. The three-tiered seating elements of Green Light mean that audiences have the choice of sitting back in the rafters and overseeing the party (much like the host himself) or the middle of the space set far enough back to see all but not be so close as to feel the intimacy of the stage.  Those who want to hear the heartbeat of the waiter-come-dancers around you, feel the heat...

Budget conscious movie fans, this one’s for you. For the fourth year running, Darling Quarter’s free open-air cinema is back – complete with dog-friendly seating and high-quality headphones for crystal-clear audio.Kicking off this Thursday, January 8, the free open-air cinema will run on Thursdays, Fridays, Saturdays and Sundays until January 25, with the varied film program featuring big releases and old-school favourites. Through a new partnership with HBO Max, this year's program features family faves like The Wizard of Oz and Space Jam alongside newer hits like Superman, Fantastic Beasts, and A Minecraft Movie.  Though screenings are free, it’s worth booking a place – with free unallocated seating and beanbags available to hire for an extra $10. This year’s movie experience sees the upgrade of all new headphones, meaning you don’t have to worry about the ambience of the area impacting your audio experience (though sound will be played through large outdoor speakers too). For a cinema snack, moviegoers can order Click and Collect from some of Darling Quarter’s fave eateries – including Churrascaria, Dopa and Gelatissimo.  With a flat evening parking rate of $21 per car, this is hands down one of the most affordable cinema experiences you can have in the Harbour City. Keen to spend those extra dollars on another movie-style experience? Darling Harbour’s magical carousel is a short walk from the cinema, you’re welcome.You can learn more and reserve tickets over here. Stay...

The Art Gallery of New South Wales’ newest exhibition – Dangerously Modern: Australian Women Artists in Europe 1890-1940 – spotlights 50 trailblazing females who were among some of the first to draw attention to the fact that women can make some pretty bloody great art too.  The speedy rate of industrialisation in the 19th century meant a major shift in European society. Artists used it as a chance to reject traditional themes like religion, and instead focused on fresh ways to portray individuals (in a time where it felt like machines were going to rule the world). Meanwhile, women used it as their ticket to pull a seat up at the table. The focus of the exhibition is specifically on our very own Australian and New Zealander artists who made the journey to Europe to immerse themselves in the modernist movement. Gallery-goers can peruse works from historic names like Nora Heysen, Margaret Preston and Grace Cossington Smith, and also witness the work of some lesser-known but equally important creatives like CL Allport, Justine Kong Sing and Stella Marks. Featuring celebrated and rediscovered paintings, prints, drawings, sculpture and ceramics, the exhibition includes work by celebrated artists such as Nora Heysen, Margaret Preston and Grace Cossington Smith, alongside lesser-known but equally compelling figures such as CL Allport, Justine Kong Sing and Stella Marks. Dangerously Modern’s run in Sydney spans all the way to mid-February so a hot (art) girl summer awaits. You...

Nothing will come between us and a free flick and the magic of an outdoor movie will never wear off. Add an iconic location to that, and we’re ready to say "pass the popcorn". So yeah, we're pretty pleased to hear that The Rocks is bringing back its Laneway Cinema this summer. Catch a flick every Wednesday night between November and February – think the big screen and bean bags among the golden sandstone buildings and cobbled lanes of The Rocks. Located on the end of Playfair Street, it's a short stroll from Circular Quay, so you can easily get there by train, ferry, bus or light rail. You can even grab a bag of popcorn (minimum $2), with proceeds in support of deserving charities.  November is all about millennial throwbacks. From horror to teen comedy and romance, the line-up includes Final Destination and Can't Hardly Wait. December, on the other hand, gets festive with Christmas rom coms like Bridget Jones's Diary (December 3) and The Holiday (Dec 17).  A bunch of the Rocks’ food and drink offerings are just a few steps away. Our resident food and drink fanatic recommends popping into Le Foote, The Doss House, Saké or one of the many eateries in the area.  Doors open at 5.30pm with the movie commencing at 7pm. Tickets are released every Monday for the following week's Wednesday screening. Be sure to register here for free tickets to secure your seats, as there is limited seating available.  Stay in the loop: sign up for our free Time Out Sydney newsletter for more...

Golden hour in Sydney is a magical time; when the glare of the day fades and the dropping sun coats the city in a buttery glow. And there’s one particular spot in Sydney that seems to catch the light perfectly – a fail-safe sunset spot with views across the Harbour, and one of the best places to stargaze when daylight disappears entirely. We’re talking about Sydney Observatory, and for five Fridays this summer, golden hour at this spot is ramping up to the next level – elevated by a series of three-hour live music sets programmed by the creative people behind Powerhouse. Sunset Variations will kick off on Friday, January 30 with an ambient Afrofuturist performance by Ethiopian Australian sound artist, Nū, to set the tone as the light disappears from the sky above the Harbour City.  Next up, on Friday, February 6, experimental electronic artist e fishpool will soundtrack sunset with a mesmeric performance. Friday, February 13 will welcome the cinematic compositions from the Aarti Jadu Ensemble, performing alongside Emma Ovenden and George Worthy. Then, on Friday, February 20, Luritja singer-songwriter and visual artist Keanu Nelson will take over the heritage site with a spell-binding performance as an ode to his Papunya roots. The series will come to a close with a powerful set from the Setwun: Celestial Bodies on Friday, February 27. The soulful, percussive showcase, led by composer and multi-instrumentalist DJ Josh Panakera-Molony, will blend jazz, groove and dance music...