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Nightlife

Improv comedy cagefight

Improv comedy cagefight

Sydney’s best, biggest & longest-running comedy battle!
Today 7.30pm to 9.15pm
Queer comedy class (improvisation)

Queer comedy class (improvisation)

Join our queer event to laugh nonstop, learn comedy, and be quicker at thinking on your feet
Today 6.30pm to 8pm
Sydney CBD Secret Bar Crawl with Stories

Sydney CBD Secret Bar Crawl with Stories

Join Sydney's most unique nightlife - focusing on the best bars in Sydney's city centre.
Today 6.30pm to 10pm
Ghost Cinema

Ghost Cinema

Watch the Screen… But Watch Your Back
30 Oct 2025
Ghost in The Rocks Returns

Ghost in The Rocks Returns

Bigger, bolder and badder than ever for Halloween
30 Oct 2025
Harvey Comedy @ FORTRESS SYDNEY

Harvey Comedy @ FORTRESS SYDNEY

A night of laughs with the best comedians in the country, games, prizes and a secret raffle to be won!
30 Oct 2025
Jazz Thursday

Jazz Thursday

Jazz with Sean & Friends
30 Oct 2025
Jukebox Italiano

Jukebox Italiano

A smorgasboard of Italian music from the 50s through to the 70s
30 Oct 2025
Kee’ahn: for me, for you x

Kee’ahn: for me, for you x

Naarm-based artist Kee’ahn launches her debut EP ‘for me, for you x’ at The Vanguard.
30 Oct 2025
La Ronde

La Ronde

A captivating new theatre experience for the bold and the curious
30 Oct 2025
Throwback Thursdays

Throwback Thursdays

Throw it back every Thursday with DJ Tiger at the Shelbourne Hotel - Back to the beats that started it all
30 Oct 2025
Bobby Goldsmith Foundation HalloQueen Trivia

Bobby Goldsmith Foundation HalloQueen Trivia

Join us for a night of outrageous trivia, epic prizes and fundraising fun at BGF’s HalloQueen Trivia
30 Oct 2025
The Rocks & Circular Quay Secret Bar Tour with stories

The Rocks & Circular Quay Secret Bar Tour with stories

Drink and discover on Sydney's best nightlife tour - focusing on the Rocks and Circular Quay every Thursday night.
30 Oct 2025
Burlesque Nights - Dinner & Show

Burlesque Nights - Dinner & Show

Seduction, sophistication, and unforgettable entertainment
31 Oct 2025
Funky Friday @ Sean & Dolly's

Funky Friday @ Sean & Dolly's

Dance floor open all night. “Leave glittery.”
31 Oct 2025
Halloween International

Halloween International

Voted best concept party in the world! Be prepared for anything.
31 Oct 2025
Happy Endings Comedy Club

Happy Endings Comedy Club

Sydney’s quintessential comedy club experience, for the true comedy fiend
31 Oct 2025
Kookies Comedy Show

Kookies Comedy Show

We’re bringing the best up and coming comedians in Sydney to the Royal Hotel
31 Oct 2025
Skream & Benga

Skream & Benga

Skream & Benga reunite for one night only in Sydney. delivering deep dubstep, jungle, garage, bass heavy selections.
31 Oct 2025
The Gentleman Magician’s Magical Soirée

The Gentleman Magician’s Magical Soirée

See a world class magic show intertwined with intriguing stories about early Sydney town.
31 Oct 2025
Sydney Bar Crawl

Sydney Bar Crawl

Experience the best of Sydney’s nightlife and meet new friends from all around the world on the Sydney Bar Crawl!
31 Oct 2025
Meredith & The Mezzanines Jazz Quartet

Meredith & The Mezzanines Jazz Quartet

Fun night of cool jazz, swing classics & modern surprises in an intimate bar with great cocktails
1 Nov 2025
Closure

Closure

Closure return to The Vanguard for a one-night-only event unlike any before.
1 Nov 2025
Discover Spotlight Saturdays – Sing, Dance & Party!

Discover Spotlight Saturdays – Sing, Dance & Party!

From smooth soul to high-energy anthems, we blend eras and genres into one unforgettable night, every Saturday at Cardea
1 Nov 2025
Oxford Street Nightlife Tour with a Drag Queen

Oxford Street Nightlife Tour with a Drag Queen

Get ready for a fun night on Oxford Street, the heart of Sydney’s LGBTQ+ scene, hosted by a fabulous drag queen!
1 Nov 2025
Secret Comedy Club

Secret Comedy Club

Now in their 12th year of sold out comedy shows, the Secret Comedy Club returns to Surry Hills at the Crown Hotel
1 Nov 2025
The Better Half – A Live Couples Comedy Gameshow

The Better Half – A Live Couples Comedy Gameshow

Cheeky questions, hilarious confessions, and one winning couple – are you The Better Half?
1 Nov 2025
Surry Hills and Darlinghurst Secret Bars & Stories Tour

Surry Hills and Darlinghurst Secret Bars & Stories Tour

Drink and discover on Sydney's best nightlife tour! Perfect for locals, this is a fun and unique night out.
1 Nov 2025
Improv skills for career success

Improv skills for career success

Improve your public speaking & practice and learn new workplace communication skills – have fun & improve confidence
2 Nov 2025
Tongue Tied

Tongue Tied

Bacardi & Pleasure Club Present: Tongue Tied Featuring Touch Sensitive & Friends
2 Nov 2025
Dragon Friends: A D&D Comedy Show

Dragon Friends: A D&D Comedy Show

The hit podcast is back as six comedians play Dungeons & Dragons live on stage with too many dice and no safety net.
5 Nov 2025
Earshift Music Label Showcase

Earshift Music Label Showcase

Earshift Music presents a label showcase featuring artists at the forefront of Australian jazz and creative music.
6 Nov 2025
Edward Albee's Who's Afraid of Virginia Woolf

Edward Albee's Who's Afraid of Virginia Woolf

Kat Stewart takes the STC stage in an exquisite new production of Edward Albee’s explosive classic.
7 Nov 2025
Živa + Gift Exchange + Grasps

Živa + Gift Exchange + Grasps

A night of experimental electronica and Slavic darkwave as Živa arrives in Sydney for the very first time.
7 Nov 2025
CHROME vs COWBOY

CHROME vs COWBOY

The Beyoncé Drag concert experience
8 Nov 2025
Cohen Noir – The Leonard Cohen Show

Cohen Noir – The Leonard Cohen Show

The Leonard Cohen event of the year – brought to you by 3x ARIA-winning Monsieur Camembert + special guests!
8 Nov 2025
Photographers Present & Saturday Social

Photographers Present & Saturday Social

Soak up the seaside air, unwind and celebrate a day of inspiring photography
8 Nov 2025
Queenie + Hank

Queenie + Hank

Step back in time and let your ears drink in the sweet, sun-dappled sounds of Queenie & Hank at the Vanguard
9 Nov 2025
Comedy at The Nelson Hotel

Comedy at The Nelson Hotel

The best comedians in Australia come to The Nelson Hotel. Tell your friends!
12 Nov 2025
Mitch Elliott: 'A Spring-Flood Overflows the Still Horizon'

Mitch Elliott: 'A Spring-Flood Overflows the Still Horizon'

Sydney-based musician and composer Mitch Elliott brings his immersive live show to the Vanguard
12 Nov 2025
ALPHAMAMA – Sings The Divas At Your Request

ALPHAMAMA – Sings The Divas At Your Request

Experience live music at Cardea, Barangaroo - Sydney's hottest cocktail bar & entertainment venue.
13 Nov 2025
Ella Thompson

Ella Thompson

This spring Ella Thompson brings her hypnotic, hard-hitting live show to audiences in Sydney.
13 Nov 2025
Jack Ladder: ‘Separation Rock’

Jack Ladder: ‘Separation Rock’

To celebrate the release of Jack Ladder’s 8th album ‘Separation Rock’ he’ll be performing an intimate show at the Vanguard.
14 Nov 2025
Glow Party Pub Crawl

Glow Party Pub Crawl

Sydney’s ultimate nightlife experience!
14 Nov 2025
Red Bull Back2Beyond

Red Bull Back2Beyond

A night of back-to-back DJ sets, curated by and featuring CC:DISCO! plus Moktar, RONA. & Ayebatonye
15 Nov 2025
Secrets of Thaitown food tour

Secrets of Thaitown food tour

Sample Thai snacks, desserts and drinks while exploring Sydney’s Thaitown and learning about regions of Thai cuisine
16 Nov 2025
Garage Sale: ‘Any Day Now’

Garage Sale: ‘Any Day Now’

Naarm’s Garage Sale bring their new album ‘Any Day Now‘ to The Vanguard.
20 Nov 2025
Pluto Exchange Program

Pluto Exchange Program

thedieyoungs and Julien Mier unveil Pluto Exchange Program—a secret music project they’ve been crafting since 2017—at the Vanguard
21 Nov 2025
Fireworks at Darling Harbour

Fireworks at Darling Harbour

Fire up the fun with a spectacular display along the harbour's edge
22 Nov 2025
The Maes

The Maes

The Maes bring modern folk to life with lush harmonies and acoustic mastery on guitar, mandolin, fiddle and banjo.
23 Nov 2025
Comedy class for women (improvisation)

Comedy class for women (improvisation)

Come along to our women-only event to laugh nonstop, make new mates and learn comedy
25 Nov 2025
Hot Nonsense Cabaret

Hot Nonsense Cabaret

Stupid. Sexy. Fabulous. A variety night of drag, burlesque, comedy and more!
27 Nov 2025
The 7 Comedians Show

The 7 Comedians Show

With over a decade of sold out Sydney stand-up comedy shows, The 7 Comedians Show returns to Maroubra.
29 Nov 2025
All Night Long Chaos with Chaos In The CBD

All Night Long Chaos with Chaos In The CBD

Their sound pulls from deep house, spiritual jazz, broken beat and stripped-back tech – always warm, always human.
6 Dec 2025
Seb Szabo: All I Want Is You Tour

Seb Szabo: All I Want Is You Tour

The charming Melbourne songwriter shares heartfelt, cinematic fragments of his life for dreamers & everyday romantics.
11 Dec 2025
Cockatoo Island NYE Camping Experience

Cockatoo Island NYE Camping Experience

Book New Year's Eve accommodation at Cockatoo Island and spend NYE in the heart of Sydney Harbour!
30 Dec 2025
MCA: NYE Rooftop Party

MCA: NYE Rooftop Party

The Ultimate NYE Party with Front-Row Harbour Views!
31 Dec 2025
New Year's Eve and Fireworks at Jounieh

New Year's Eve and Fireworks at Jounieh

Experience an evening of exceptional dining, joyous laughter and iconic fireworks.
31 Dec 2025
New Year's Eve at Canvas

New Year's Eve at Canvas

Dine, Sip, Celebrate – New Year’s Eve in Style
31 Dec 2025
New Year’s Eve by the Harbour at Searock Grill

New Year’s Eve by the Harbour at Searock Grill

Step into New Year’s Eve at Searock Grill, in the heart of Circular Quay, and experience an unforgettable celebration
31 Dec 2025
New Year’s Eve: Opera at Sydney Opera House

New Year’s Eve: Opera at Sydney Opera House

Kick off 2026 in operatic style with one of two spectacular performances at the Sydney Opera House.
31 Dec 2025
Sydney Harbour New Year’s Eve Fireworks Cruise 2025

Sydney Harbour New Year’s Eve Fireworks Cruise 2025

6-hour all-inclusive New Year’s Eve cruise with 360° rooftop views, roaming canapés, open bar & DJ. Limited tickets
31 Dec 2025
Sydney New Year’s Eve Fireworks Cruise – all inclusive

Sydney New Year’s Eve Fireworks Cruise – all inclusive

Celebrate New Year’s Eve on Sydney Harbour and enjoy the fireworks, with food and drinks included
31 Dec 2025
Sydney’s ultimate New Year’s Eve pass - NYE Sydney Pass 2025

Sydney’s ultimate New Year’s Eve pass - NYE Sydney Pass 2025

Exclusive access to Sydney's top NYE venues near fireworks spots with one pass – The Rocks, Sydney CBD & Darling Harbour
31 Dec 2025
The Ultimate NYE 2026 Pub Crawl

The Ultimate NYE 2026 Pub Crawl

Bring in the new year and party the night away on our biggest pub crawl of the year
31 Dec 2025
Australia Day Fireworks Cruise

Australia Day Fireworks Cruise

See a series of dazzling fireworks displays around the Opera House and Harbour Bridge
26 Jan 2026
Rigoletto at Sydney Opera House

Rigoletto at Sydney Opera House

Verdi’s classic opera offers hit tunes, glamour, grit, lust and revenge, with a revolving set and a Fiat 500.
21 Jul 2026
The Merry Widow at Sydney Opera House

The Merry Widow at Sydney Opera House

Let’s waltz, let’s sway the night away. It’s time for a little romance.
28 Jul 2026