15 Annual Sydney Events To Put On Your Calendar Now

Get your culture fix with our tried-and-tested guide to the best Sydney events.

Is it just us or do some of our most cherished holiday memories involve stumbling upon a local festival? Gathering a community to celebrate extraordinary feats feels as though your adventure is wholly embracing you. Using our ultimate guide to the best Sydney events, uncover the city’s finest dining experiences, coastal hikes, world-famous icons and more alongside like-minded culture vultures to help you create invaluable memories.

1. Vivid Sydney

The magical festival of light, music and ideas transforms several Sydney locales, particularly Circular Quay, The Rocks and the city’s CBD, into fields of rainbow-illuminated interactions. Vivid Sydney showcases a string of highlights guaranteed to be outshone every year moving forward as its ever-evolving line-up attracts the world’s leading visionaries and artists.

Eco, Vivid Sydney 2023 at the clock tower, Central Station — The city lights up every year during Vivid Sydney. (Image: Destination NSW)

Staged annually during winter, Vivid Sydney is one of the largest Sydney events, luring 3.28 million rugged-up visitors in 2023, and encompasses free live music, immersive artworks, conversations with industry heavyweights and one-of-a-kind feasts in addition to the light walks that first put the festival on a global map.

Dark Spectrum, Vivid Sydney 2023, Wynyard Station — Wynyard Station transformed during Vivid Sydney 2023. (Image: Destination NSW)

Expect spectacular after-dark scenery in Barangaroo, Sydney’s inner west, Central Station and beyond in the coming years. Its 2024 dates have been announced so pencil May 24 to June 15 into your calendar.

Written In The Stars drone show lights up during VividSydney 2023 — A drone show lights up above the harbour at night. (Image: Destination NSW)

2. Sydney Royal Easter Show

Dagwood Dogs, neon-printed show bags, award-winning produce, woodchopping showdowns — who can resist the charms of the Sydney Royal Easter Show ? Staged at Sydney Showground at Sydney Olympic Park, the family-friendly festival is the country’s largest ticketed event and attracts almost one million visitors every year.

an aerial view overlooking the 2019 Royal Easter Show at theSydney Showground, Sydney Olympic Park — The Royal Easter Show Sydney is a must-do family-friendly event. (Image: Destination NSW)

A celebration of all things Australian, the Sydney event sticks to a consistent program, ensuring farmyard animals, carnival rides and arcade games, growers’ stalls, agricultural displays that double as artworks, fireworks, Easter egg hunts (naturally) and more are guaranteed their spot every year. The Sydney event runs during the Easter school holiday break and over the Easter weekend, locking in March 22 to April 2 in 2024, but be sure to check its website for future dates.

carnival rides at the Royal Easter Show, Sydney — Enjoy carnival rides at the Royal Easter Show. (Image: Destination NSW)

3. Sydney Festival

The city’s biggest arts festival draws some of the world’s most exceptional performers and creators, sending an enormous jolt of energy into Sydney annually. Sydney Festival , a celebration of this incredible city, is staged at venues right across the city spanning the most iconic theatres to hard-to-find basements and alleys.

cabaret queen Victoria Falconer performing at the Smashed: The Brunch Party, Sydney Festival — Cabaret queen Victoria Falconer performs at the Sydney Festival in Smashed: The Brunch Party. (Image: Jacquie Manning)

Held in the first weeks of January with the 2024 season running from January 5 to 28, the Sydney event has attracted musical greats including Grace Jones, Nick Cave and the Bad Seeds, Al Green in his first-ever Australian show, Paul Kelly and Bjork in the past, as well as innovators and artists shattering glass ceilings right across the globe.

a Cupid Koi Garden at Sydney Festival — Koi fish were the inspiration behind this colourful interactive playground. (Image: Yaya Stempler)

4. Sydney Writers Festival

Celebrating the world’s most extraordinary literary talents and achievements, the Sydney Writers Festival has gathered book lovers annually since 1997. Showcasing prolific poets, authors, journalists, intellectuals, scientists, podcasters and more, the Sydney event features inspiring conversations and panel discussions, live readings, debates and performances right across the city.

the exterior of Carriageworks in Eveleigh — Head to Carriageworks in Eveleigh for the Sydney Writers Festival. (Image: Taylah Darnell)

Its 2024 dates have been locked in so keep May 20 to 26 free to attend scheduled events spanning the State Library of NSW, Sydney Town Hall, Carriageworks in Eveleigh, the Powerhouse Museum in Ultimo and beyond. The festival is staged annually around May.

a panel discussion during the Sydney Writers Festival — Join inspiring conversations and panel discussions at the Sydney Writers Festival. (Image: Taylah Darnell)

5. Moonlight Cinema Sydney

You know summer is around the corner when the Moonlight Cinema Sydney releases its annual film program. Staged at the beginning of summer each year, the picnic-friendly festival runs for about four months before its annual hibernation. Located at Centennial Park in the city’s eastern suburbs, the Sydney event screens Australian premieres, new releases and much-loved classics, switching the projector on just as the sun sets each evening. Do indeed bring your own dinner and drinks but if you’re without, there’s a well-stocked kitchen and bar selling supplies as soon as the gates open.

the outdoor Moonlight Cinema at BelvedereAmphitheatre, Centennial Park, Sydney — Sink into the bean bags at Moonlight outdoor cinema. (Image: Destination NSW; Centennial Parklands)

6. Sydney Gay and Lesbian Mardi Gras

Drag out your glitziest sequins because the Sydney Gay and Lesbian Mardi Gras is a party like no other. The annual Sydney event celebrates the LGBTQIA+ community and just general creative expression in spectacular style, scheduling more than two weeks of events throughout the city in the first quarter of each year.

Sydney Gay and Lesbian Mardi Gras 2019, Sydney — Hundreds of thousands of revellers join the Sydney Gay and Lesbian Mardi Gras. (Image: Jeffrey Feng)

In 2024 it will run from February 16 to March 3, culminating in the iconic Mardi Gras Parade where more than 200 floats crawl Oxford Street, Flinders Street and Anzac Parade to spread the love. Other highlights include the Bondi Beach Party as thousands flock to the sand to dance like nobody’s watching to world-class DJs and musical acts, as well as Laugh Out Proud, an annual comedy night that draws consistently rave reviews.

a huge LGBTQI+ flag at the Sydney Gay and Lesbian Mardi Gras parade — Sydney Gay and Lesbian Mardi Gras is the biggest night on the LGBTQI+ calendar. (Image: Steven Yee)

7. Sculpture by the Sea

Like the stretch from Bondi to Tamarama wasn’t pretty enough. Sculpture by the Sea , an annual Sydney event held along the beaches’ famed coastal walk, invites some of the world’s most adventurous artworks to accentuate glorious ocean vistas.

Sculpture by the Sea 2018, Bondi to Tamarama, Sydney — Horizon by artist Mu Boyan. (Image: Ross Duggan)

Held in the fourth quarter of the year, with 2024’s dates confirmed as October 18 to November 4, the festival of coastal creativity transforms the well-trodden path and its clifftop surroundings into a two-kilometre sculpture park where more than 100 artists flaunt their skills. Expect magnificent tributes to Australia’s natural beauty, plus tongue-in-cheek masterstrokes to light up every Insta feed.

8. Sydney Marathon

Runners of all descriptions are invited to get sweaty every September in the Sydney Marathon , designed for everyone from amateurs to the elite.

participants run across the Sydney Harbour Bridge during the Sydney Marathon — Participants race across the Sydney Harbour Bridge. (Image: Destination NSW)

The Sydney event starts in Bradfield Park in Milsons Point and is split into four separate trails with two of them ending at the Sydney Opera House. But whichever marathon you choose, expect to be running alongside thousands of participants from more than 66 countries.

Sydney Marathon participants running with views of the Sydney Opera House — Take in views of the Sydney Opera House while running. (Image: Destination NSW)

9. City2Surf

Keep those trainers on as the City2Surf provides yet another outstanding annual running event in Sydney. A fun run that stretches out across 14 kilometres, it tracks Sydney’s CBD to Bondi Beach, up Heartbreak Hill, a steep bit of New South Head Road between Rose Bay and Vaucluse, and past some iconic attractions. Staged in August each year, the Sydney event lures approximately 85,000 participants from around the world and is considered one of the greatest running events globally.

10. Sydney Film Festival

Yes, it’s a competition but the real winners of the Sydney Film Festival are the cinema lovers who get to experience the annual event’s stellar curation. Staged in June each year, the Sydney event gathers the world’s most thrilling new films and screens them right across the city, peppering them with invaluable conversations between the film’s creators and audiences in addition to glamorous red carpet premieres.

the opening night at State Theatre Sydne — Crowds flock to the State Theatre Sydney for opening night of the annual film festival. (Image: Tim Levy)

Expect to catch the program at the festival’s flagship venue, the State Theatre in Sydney’s CBD, as well as cinemas in the inner west, north shore, western Sydney and eastern suburbs.

the opening night of the State Sydney Film Festival — Take your pick of flicks from the annual stellar curation of films. (Image: Tim Levy)

11. Sydney Comedy Festival

What was once The Cracker Sydney Comedy Festival is now the much-adored Sydney Comedy Festival , a Sydney event staged annually in April and May.

people entering Enmore Theatre for Sydney Comedy Festival — Be first in the line at the Enmore Theatre for the Sydney Comedy Festival.

Bringing the belly laughs to venues including the Sydney Opera House, Newtown’s Enmore Theatre, Paramatta’s Riverside Theatre, Chatswood’s The Concourse and the Southerland Shire’s The Pavilion Performing Arts Centre, the festival unites the world’s cleverest comedic performers, providing incredible exposure to Australia’s emerging talents. Expect delights to span every genre from sketch and satire to children’s comedy and magic.

colourful staging at the Sydney Comedy Festival — Whimsical performances at the Sydney Comedy Festival will delight.

12. Biennale of Sydney

Launched in 1973 as a platform for the world’s most thought-provoking art and creative expression, the Biennale of Sydney is a biannual contemporary art event staged across several of the best Sydney art galleries and Sydney museums.

installation view of the 19th Biennale of Sydney (2014) at the Museumof Contemporary Art Australia — The Biennale of Sydney takes place at the Museum of Contemporary Art Australia. (Image: Destination NSW)

It runs for roughly three months once every two years, bringing together some of the world’s most innovative, boundary-pushing creatives to showcase their talent and lead discussions within the community. Expect to be surrounded by the city’s most culturally savvy, all thirsty to soak up the truly original craftsmanship on display.

Ten Thousand Suns, 24th Biennale of Sydney 2024 — Ten Thousand Suns at Biennale of Sydney, 2024. (Image: Document Photography)

13. Westpac OpenAir Cinema

For a little over one month every year, the Sydney Harbour skyline is slightly reimagined to welcome Westpac OpenAir Cinema and its enormous, suspended screen at Mrs Macquarie’s Point in the Royal Botanic Garden. For its location alone, the Sydney event is extremely popular, drawing thick crowds to each of its evening sessions staged between January and February.

people seated at the the Westpac OpenAir Cinema — Enjoy an al fresco evening filled with world-class views and entertainment at the Westpac OpenAir Cinema. (Image: Fiora Sacco)

Cinematic heavyweights are regularly drawn to celebrate the premiere of the season’s hottest new releases and much-loved classics are also screened. The seated venue, and it’s first in best dressed for general admission, also features multiple eateries and bars so it’s a dream al fresco option if you can catch a highly sought-after ticket.

people enjoying drinks at the Westpac OpenAir Cinema — Chill with drinks harbourside before the show. (Image: Nikki To)

14. Sydney Fringe Festival

September marks the beginning of spring but nothing awakes Sydneysiders like the Sydney Fringe Festival , staged every September in the Harbour City. Celebrating emerging creative talents, the Sydney event is NSW’s largest independent arts festival, encompassing more than 450 events across 70+ venues.

cultural performances at Caribe Carnaval, Sydney Fringe Festival — Don’t miss Caribe Carnaval’s cultural performances at the Sydney Fringe Festival.

Whatever your poison, whether it’s comedy, theatre, music, visual arts, burlesque or any other form of artistic self-expression, there’s a performance with your name on it as envelopes are pushed into other stratospheres everywhere you look.

the circus show at Sydney Fringe Festival — Witness heart-stopping acts at the Circus Show. (Image: Mali Cohen)

15. Sydney Cherry Blossom Festival

Soak up a picture-perfect slice of Japan right here in Sydney’s Auburn Botanic Gardens. The Sydney Cherry Blossom Festival is a ridiculously photogenic Sydney event that attracts nature lovers every August when the wonderous plant species bloom in full force.

cherry blossoms in full bloom for Spring at the AuburnBotanic Gardens, Sydney — See Cherry Blossoms in full bloom at Auburn Botanic Gardens. (Image: Destination NSW)

To accompany such vivid beauty, Japanese food stalls and traditional theatrical and musical performances are staged. It’s the closest you’ll get to Mount Yoshino’s famed pink flora without forking out for a plane ticket.

the Cherry Blossom Festival inAuburn Botanic Gardens, Sydney — Experience a taste of Japan in Sydney. (Image: Destination NSW)

Whales breaching, fires crackling and slow-cooked feasts that make the cold so cosy, one might wish it lasted longer. Winter is no time to stay at home in NSW.

When the mercury drops, winter in NSW comes into its own. Beaches are quieter, the air is crisper and hearty food tastes even better when there’s ice on the windows.

Winter here isn’t for hiding away. It’s for long walks, deep baths, deeper reds and the kind of fireside lounging that feels simultaneously indulgent and entirely deserved after a day of exploring. From whale-watching up north to moodily lit bushwalks and pastry pilgrimages, we’ve mapped out your new favourite season.

a beach winter in nsw — From coastal walks to tasty delights, winter in NSW is a time to get out and about.

The Tweed

In winter, the NSW north coast has a front-row seat to one of nature’s greatest migrations. From May to November, humpbacks cruise past the Tweed coast between Antarctica and the Great Barrier Reef. Spot them from the Cabarita Beach headland or get up closer with a boat cruise.

Inland, find the Tweed Regional Gallery & Margaret Olley Art Centre , which is home to a rotating cast of big-name exhibitions (including Monet).

Later, grab a table at Bistro Livi , where the modern Spanish menu features whipped salt cod on toast and spanner crab with curry butter and spelt flatbread. Stick around to poke through the artist studios and indie boutiques of M|Arts Precinct .

visitors at Tweed Regional Gallery & Margaret Olley Art Centre — Browse the art. (Image: Destination NSW)

The next day, jump aboard the Indigenous Lunch Cruise with Tweed Escapes. You’ll cruise upriver listening to yarns from local Indigenous guides, stop at the Minjungbal Aboriginal Cultural Museum and tuck into lemon myrtle-crusted snapper.

Next, drive out to Farm & Co to pull apart some juicy smoked lamb shoulder with green olive tapenade while gazing out over the macadamia fields and avocado groves of this working farm.

End the day at Mantra on Salt Beach where you’ll enjoy beach access, a heated rock spa and a lagoon pool.

dining room at Bistro Livi — Taste modern Spanish at Bistro Livi.

Blue Mountains

The cold season is hands down the best time to visit the Blue Mountains. Temperatures are perfect – sunny enough for hikes, and crisp enough at night for snuggling up.

For a trip that equally soothes and stirs, start with a meditative meander through the national park’s eucalypts and Australian wildflowers. Brave the steepest passenger railway in the world, Scenic Railway , then hop the Skyway aerial cable car for unrivalled Three Sisters views.

Thaw out at the Japanese Bath House in South Bowenfels. Soak in steamy outdoor onsens filled with natural mineral water and mountain views, wander the rose and zen gardens, or sip hot drinks in the tea house.

group leader at Blue Mountains Stargazing — Rug up for Blue Mountains Stargazing. (Image: Destination NSW)

Afterwards, head to Ates in Blackheath, where everything revolves around a 150-year-old ironbark-fuelled oven – like the wood-roasted duck with nectarines and Szechuan spice. Or visit Tempus Katoomba , which leans experimental and sustainable, serving up dishes like braised fennel with cumin, spiced yogurt and Aleppo pepper.

Rug up and head into the night with Blue Mountains Stargazing . Sessions are guided by astrophysicists, helping you understand what you’re looking at as you look into deep space.

Wrap it all up at Fairmont Resort Blue Mountains – MGallery Collection . There’s a whiskey bar in the basement (and crackling fires that make a dram taste even better), indoor and outdoor pools and a day spa. Kids will love the mirror maze and ice rink, too.

dishes laid out on table at Fairmont Resort Blue Mountains — End the day with delicious meals at Fairmont Resort Blue Mountains. (Image: Destination NSW)

Southern Highlands

Good food and wine by the fire, experienced between sifting through second-hand treasures, is a winter vibe in Bowral.

Start with a lap around Dirty Janes , an antique and vintage market. Recover from your shopping frenzy at Bendooley Book Barn , where floor-to-ceiling shelves and a roaring fire set the tone for an afternoon of red wine or hot coffee.

When it’s time to eat, head to Hickory’s Restaurant & Bar , Peppers Craigieburn Bowral’s onsite restaurant. Try the crispy pork belly with Granny Smith crisps and apple gel, or ocean trout with wakame, lemon gel and pickled radish.

couple looking through Dirty Janes in bowral — Wander the antiques at Dirty Janes. (Image: Destination NSW)

Another option, Onesta Cucina , does Italian with flair. For something more casual (with cocktails), Flour Bar swings between brunch and dinner, with an onsite bakery, over 400 wines and a hidden deli in the old bank vault.

Later, clamber Mt Gibraltar , where trails wind through eucalypt forest to views over Bowral and Mittagong.

Stay at Peppers Craigieburn Bowral , a century-old estate with open fires, elegant lounges and a nine-hole golf course.

woman and her dog winter in nsw at Peppers Craigieburn Bowral — Stay cosy at Peppers Craigieburn Bowral.

Penrith

Shake off winter inertia with an adrenaline boost out in Penrith. Kick things off with a kayak paddle on the Nepean River with Horizon Line, or head to Cables Wake Park , where cold-weather wetsuits take the edge off a wipeout.

For something a bit more cruisy, opt for the Nepean Belle Paddlewheeler for slow-floating views and a hot cuppa.

kayakers on the nepean river in penrith — Head out on the Nepean River. (Image: Destination NSW)

Refuel at Marcel Bar & Bistro , where reimagined European comfort food – like seafood risotto in bisque with little neck clams and Moreton Bay bugs – is king. Then check in at the Pullman Sydney Penrith , the area’s first international five-star hotel, to enjoy your well-earned rest.

Start planning your NSW winter getaway at all.com.

15 annual Sydney events not to be missed