Sydney in May – Events, Festivals, and Experiences
May is a lively time in Sydney. As the cooler months set in, the city’s calendar fills with events across culture, food, fashion, comedy, and sport. Whether you live locally or are visiting, it’s a great month to get out and experience the best Sydney has to offer.
Here’s what’s happening around the city this May.
Major Festivals and Highlights
Vivid Sydney (23 May – 14 June)
Vivid Sydney returns with its 15th edition, lighting up the city with installations, projections, live music, and talks. This year’s theme, Dream, explores creativity and innovation across several precincts including Circular Quay, Darling Harbour, and Barangaroo.
Many of the light displays are free to explore. Live music and food events add extra reasons to stay out and enjoy the cooler evenings.
Sydney Writers’ Festival (19–25 May)
The Sydney Writers’ Festival brings together authors, journalists, and thinkers for a week of conversations, panels, and readings.
Sessions will be held at venues like Carriageworks and the Sydney Opera House, with a mix of ticketed and free events.
Highlights include talks by Marian Keyes, Asako Yuzuki, and Ben Macintyre. The programme caters to a broad audience, offering everything from politics to storytelling workshops.
Australian Fashion Week (12–16 May)
Australian Fashion Week showcases the latest work from Australia’s designers at Carriageworks.
While runway shows are mostly industry-only, the public can attend “The Studio,” featuring live streams and activations from leading brands.
Expect to see collections from labels like Lee Mathews, Nagnata, and Romance Was Born, along with a strong focus on sustainability and innovation.
Sydney Comedy Festival (Until 18 May)
The Sydney Comedy Festival wraps up its 20th anniversary in mid-May, featuring over 350 comedians across venues like the Enmore Theatre and The Comedy Store.
Notable performers include Rhys Nicholson, Joel Creasey, and Arj Barker. Events range from big gala nights to smaller stand-up shows, giving audiences plenty of choice.
Arts, Music, and Performances
Theatre highlights this May include And Then There Were None at Theatre Royal Sydney — a classic mystery brought to the stage.
At the Sydney Opera House, Bangarra Dance Theatre’s Illume and The Australian Ballet’s Manon headline the performing arts programme.
Families can enjoy Kids Proms: Epic Quest, a lively musical event aimed at younger audiences.
Live Music
The live music calendar is busy, with the Red Hot Summer Tour visiting nearby Hunter Valley and Wollongong early in May.
In Sydney, you can catch Slowdive and Beach Fossils at Enmore Theatre, Alessia Cara at UNSW Roundhouse, and Chris de Burgh at the State Theatre.
For something different, Candlelight Concerts offer intimate performances featuring tributes to Queen, Adele, Mozart, and more.
Markets, Family Activities, and Local Events
Markets and Artisan Fairs
The Barangaroo Artisan Market on 10 May showcases over 70 local makers, perfect for finding a unique gift or treat. Entry is free, and there’s plenty of food and live music to enjoy.
Regular favourites like Paddington Markets, Bondi Farmers Market, and Rozelle Collectors Market continue every weekend.
Family-Friendly Activities
Peppa Pig’s Fun Day Out LIVE! at The Coliseum (17–18 May) offers a lively show for younger children.
Meanwhile, Stranger Things: The Experience opens at Luna Park from 23 May — an immersive, 80s-themed attraction suited for older children, teens, and adults.
Sports and Outdoor Events
Live Sport
Theatre and Live Shows
Rugby league and union fans have plenty to look forward to.
- Wests Tigers vs Rabbitohs at Campbelltown Stadium (18 May)
- Sea Eagles vs Sharks at Brookvale Oval (11 May)
- Waratahs vs Crusaders at Allianz Stadium (16 May)
- Ampol Women’s State of Origin Game II (15 May)
AFL fans can catch the GWS Giants playing Fremantle Dockers at Giants Stadium on 17 May.
Tips for Planning
- Book ahead: Major events and performances often sell out early.
- Use public transport: Parking can be limited during big events like Vivid Sydney.
- Dress for cooler weather: Especially if you’re planning evening outings.
- Stay updated: Check official websites for programme changes or late announcements.
May 2025 offers an excellent balance of entertainment, culture, and outdoor experiences.
Whether you’re drawn to the bright lights of Vivid Sydney, the conversations at the Writers’ Festival, or the simple pleasure of a Sunday market, there’s something happening every week.