Date night

Seduction, sophistication, and unforgettable entertainment

Live Jazz at Curtains Jazz Club

Fright-night escape rooms with live actors at Mission Room Escape

An evening inside an icon

Tastings, dinners, and events across the city celebrating great beer, food and fun

See a world class magic show intertwined with intriguing stories about early Sydney town.

Sydney's scariest escape room. Face your darkest memories and escape the dark, with a live actor on your trail.

Experience the best of Sydney’s nightlife and meet new friends from all around the world on the Sydney Bar Crawl.

Sydney's Hottest Comedy Club

Sydney's ultimate nightlife experience!

A wild night of laughs with the funniest newcomers and pro drop-ins

Come and practice life drawing in an informal setting with fellow art lovers, at Peach Black Gallery

Much loved musical celebrates 70 years since its glorious Broadway debut

A new line-up each week

Sydney’s biggest Latin night!

Create beautiful Kokedama Plant Balls in Sydney’s Inner City jungle warehouse makerspace

Build your own miniature succulent ecosystem in an inner city jungle collab hub in Glebe.

It's your Monday night stand-up, sketch comedy delight! Live, curated, professional, fresh, independent & weird.

You’ve heard of the 12 days of Christmas. Now get ready for the 7 days of Halloween and not a silent night among them.

Your ultimate Tuesday night out

Uncover the stories of the past at a special after dark tour of this stunning Georgian property

Meet new people, gain some comedy skills and have a lot of fun

Titanic: A Voyage Through Time invites guests to step beyond the screen and into one of history's most defining moments.

Turn your midweek into a dance floor – lesson, DJ and live Latin music.

Meet new friends, play social games, get 4 free drinks, free food, karaoke, plus a free afterparty!

BonkerZ is back with a whole new show. Catch A Rising Comic features some of the cities hottest up and comers & newbies.

A Delicious Indiscretion – Forbidden Fruits, Confessions and Naughty Acts

Stand up comedy at the Inner West’s coolest bar

Halloween Cabaret and Dance Party

Master the art of Chinese dumpling making in this hands-on workshop!

No Tricks. Only Treats. Celebrate NSW Wine Month with local Hilltops wines at popular FIX Wine Bar & Restaurant.

Curious about improvisation? Discover more in this fun, free 45-minute workshop before the Improv Comedy Cagefight

Sydney’s best, biggest & longest-running comedy battle!

Build, laugh and compete* in hilarious LEGO challenges hosted by comedians. Perfect for friends, dates and solo guests.

Have a fun night out and meet new people

Celebrate NSW Wine Month 2026 with an exclusive lunch experience showcasing the finest food and wine from across NSW

Expect an unfiltered night of big laughs, good vibes, and rowdy energy.

Cone of Confusion performs live an original soundtrack to the screening of 1922 silent film classic Nosferatu

A night of fun and flirtation

A casual collage meet up for collage artists and the collage curious.

Sketch in the galleries after hours.

Hosted speed dating in Surry Hills, ages 28–38: twelve six-minute conversations, matches by email next morning.

The funniest comedians in Sydney are coming to The Drummer every month!

Immerse yourself in the music

Welcome to Chin Chin, where the champagne never stops flowing and the countdown magic never ends

Discover the art of making delicate, handmade ravioli in this hands-on workshop!

World renowned magician Joshua Jay brings his acclaimed live show LOOK CLOSER to Sydney for one night only.

Join this free stand up comedy class to have fun, meet new people and improve your comedy and public speaking skills!

Sydney's best comedians use their best jokes and humour as they try to win your vote + free class before the show

Meet and mingle with stylish singles like yourself in a trendy lounge bar

Hosted speed dating in North Sydney, ages 32–45: twelve six-minute dates, matches by email next morning.

Encounter Dating are hosting a speed dating event for singles aged 48-62 at The Oaks Hotel in Neutral Bay.

An in-depth course in stand-up comedy course where you will build you stage presence and then perform in a show!

The best comedians in Australia come to The Nelson Hotel.

Mingle, connect and maybe find a special someone

Join us on a paranormal tour hunting for ghosts, poltergeists and strange encounters of the supernatural kind.

Take your stand-up to the next level. Learn advanced techniques in delivery, crowdwork, character and joke writing.

A series of mini-dates with around 10 singles of the opposite sex at Brooksy Bar in the heart of the CBD.

Have a fun night out and meet new people

Twelve six-minute dates, matches by email next morning.

As part of NSW Wine Month, join us for an evening of celebrating one of the state's most iconic wineries.

Dating in the City!

Featuring James Morrison with Darren Percival, Simon Tedeschi, Monica Trapaga, Emma Pask, and Michelle Nicolle with Paul Grabowsky and many more

Learn how to make & stretch roti, then enjoy a 5 course dinner

Your standing jazz date – third Thursday of every month

Mingle, connect and find a special someone

Twelve six-minute dates, matches by email next morning.

Five inventive courses, five remarkable gins and a little tableside alchemy at The Fox Hole, The Rocks.

Meet eligible singles from across Sydney for a night of fun and flirtation

Hosted speed dating in Chatswood for ages 55+: twelve six-minute dates, matches by email next morning.

Workshop your stand-up comedy material, get feedback, test ideas and improve your set in a supportive environment.

Our most popular show. Be dazzled as the enchanting allure of burlesque meets the jaw-dropping spectacle of the circus.

Experience this fabulous show featuring award-winning singer and performer Charlie Chech and his band at Cardea Sydney.

Your standing jazz date – third Thursday of every month

Pop the champagne! Celebrate NYE with Chin Chin - with an exclusive dinner & dazzling burlesque show.

Join the men behind ‘Breaking Bad’s most iconic characters, Walter White & Jesse Pinkman, live in conversation.

Festival of Light