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What to do in Sydney this May

As the weather cools, nightlife, comedy, art and great dining are just heating up.

Sydney is really coming to life this month. There are plenty of markets, festivals for comedy, writing and wine, and of course, so much great food. And get ready because Vivid is finally back at the end of the month.

Sydney Comedy Festival

Have a laugh at Sydney Comedy Festival

Sydney’s annual comedy festival is back.

Until 22 May

Intersections by YCK Laneways

Embrace Sydney’s nightlife at YCK Intersections

Artists, chefs, musicians and designers are collaborating with venues across the city to create new and exciting experiences. Think cocktails and caricatures at Grandma’s, live music at The Lobo, or drag bingo at Pamela’s.

Until 22 May

Biennale of Sydney

Immerse yourself in art at the Biennale of Sydney

The Biennale of Sydney presents over 330 artworks and projects at the Art Gallery of NSW, Arts and Cultural Exchange, Barangaroo, Museum of Contemporary Art Australia and the National Art School.

Every Wednesday, the program will run later for an evening of art after dark. Expect cutting-edge film and performance as well as a wine bar and snacks.

Until 13 June

Savour something tasty for Delicious Month Out

This month is all about feasting your way through the city’s bars, cafes, retailers and restaurants. There’ll be exclusive events and offers.

All month

Afterpay Australian Fashion Week

Watch the runway at Afterpay Australian Fashion Week

See runway shows from some of the most notable names in Australian fashion, alongside a series of informative talks and special events.

Monday 9 to Friday 13 May

The Makers Shakers Market

Meet the makers at The Makers & Shakers and Slow Fashion markets

Makers & Shakers and the Slow Fashion Market have joined forces for a whole weekend of handmade stalls including homewares, sustainable fashion and tasty food and drinks. The perfect day out for people who appreciate where things come from, how they’re made and who made them. This comeback double market will be at a very special venue: the White Bay Cruise Terminal.

Saturday 7 and Sunday 8 May

Shop for artisan goods at Barangaroo artisan market

Barangaroo will come alive with over 40 stalls of carefully curated artisanal wares. Peruse aisles of ceramics, prints, homewares, jewellery, and support local businesses, while enjoying free live music and delicious eats along the harbour.
Saturday 7 May

Mother's Day buffet 82 floors high at Sky Feast Sydney Tower

Celebrate the mums in your life for Mother’s Day

From wine tasting to umbrella painting, cruises to incredible dining experiences – there are so many ways to celebrate mum this year!

Sunday 8 May

Australian Cocktail Month at The Swinging Cat

Sip a cocktail for Australian Cocktail Month

A $20 ticket to Australian Cocktail Month unlocks unique bar experiences and gives you exclusive access to a curated menu of cocktails. Support bars and bartenders at a range of participating venues across the city.

All May

Africultures Festival

This community-owned festival promises an authentic African experience. Sydney Olympic Park will transform with vibrant music, diverse arts, cultural performances, stalls and authentic tastes and smells.

Saturday 7 May

Change my mind storytelling gala

Discuss books, writing and ideas at Sydney Writers’ Festival

Australia's largest celebration of literature, stories and ideas is back. The program is packed with insightful talks by authors and thinkers. Sydney Town Hall will be home to the storytelling gala and musical fictions evenings.

Monday 16 to Sunday 22 May

Crowds enjoying the light displays around Sydney Harbour during Vivid Sydney 2019. Credit: Destination NSW

Spark your sense of wonder at Vivid Festival

The lights, music and ideas festival will spark the soul of our city with creative brilliance for 23 days and nights. This year boasts the longest continuous light walk in the history of the event, from Sydney Opera House to Central station. There’s also heaps of live music as well as thought-provoking debates.

Friday 27 May to Saturday 18 June

Pyrmont food and wine festival

Discover new tastes at the Pyrmont food and wine festival

This family-friendly event will showcase amazing wine, beer and produce from Orange. There’ll be a dedicated children’s area with a jumping castle and games.

Saturday 28 and Sunday 29 May

Sydney Harbour discovery ebike tour

Rediscover your city with a local tour

Whether you’re looking to try new foods, meet new friends or simply enjoy a memorable day out, going on a tour around Sydney promises to give you something new to love about your area. These 21 tours make for a great day out. Plus, NSW Dine & Discover vouchers are accepted by all.

Various dates

Want more?

Find an event in the city you’ll love on What’s On.