38 things to do in Sydney in May 2026
Fill your May calendar with our stacked list of things to do in Sydney, from blockbuster festivals, comedy shows, gigs, theatre, art exhibitions and even celestial events!
Isabelle James
I saw an exclusive preview of The Lion King in Sydney – here’s why you should book your tickets
That unmistakable opening Zulu chant, Nants’ Ingonyama, can only mean one thing: The Lion King has returned to Sydney, ready to captivate audiences. Read about our exclusive first look here.
Eat, drink, be merry! The best bars and restaurants to go to during the Sydney Comedy Festival
We’ve rounded up the best places to drink and dine around each of the 13 Sydney Comedy Festival hubs.
Our guide to Surry Hills: best restaurants, bars and things to do
One of Sydney’s most vibrant neighbourhoods, Surry Hills is packed with some of the city’s buzziest bars, standout restaurants, top-tier coffee, and an ever-evolving lineup of things to see and do.
Would you pay $60 to skip the Anzac Day queues? These Paddo pubs are selling fast passes
This popular Paddington pub is offering fast passes to skip the ANZAC Day queues. The catch? It’ll set you back up to $60.
The Cutaway, Barangaroo’s new 24/7 cultural hub, has officially reached completion
Barangaroo is having a moment. With the new metro station boosting access and its long-awaited cultural space, The Cutaway, now complete, the precinct is ready to step into the spotlight.
Murder mystery meets comedy: a first look at Cluedo The Play
The world’s favourite murder mystery board game is coming to life in a new stage play at Theatre Royal, and it’s laugh-out-loud funny.
Where to play Two-Up in Sydney on Anzac Day 2026
There is no other day of the year like Anzac Day, where you’ll find Sydney’s best pubs full of life and community as everyone gets the rare chance to play the time-honoured game of two-up.
Your guide to Sydney Comedy Festival 2026: our top picks, dates and tickets
Get ready for five weeks of non-stop laughter as the 22nd annual Sydney Comedy Festival takes over the city with a host of international and emerging comedy legends.
Sydney has martini mania, and we’re mad for it
Whether you take yours dry or wet, dirty or with a twist, Sydneysiders are downing martinis across the city like they’re going out of style.
