Quirky Date Ideas In Sydney

Happy Endings Comedy Club should be at the top of your list of fun (and affordable) date ideas in Sydney. Head on over every Saturday for the chance to giggle the night away as you watch top comedians taking to the stage for a two-hour showcase. 

Offering a whopping 27 holes of crazy golf throughout the venue, Holey Moley is one of our favourite fun date ideas. With themed courses inspired by Vincent Van Gogh, The Ring and Operation, this quirky venue even has a dedicated diner serving signature cocktails to finish.

Frankie's Pizza is a quirky restaurant bar in Sydney CBD, featuring regular live music, vintage game arcades and music memorabilia covering the walls. Sink into the comfy sofas for a drink, or duck into the secret bar area, with droolworthy slices to satisfy any hunger pangs.

4 Pines Truck Bar has all the key ingredients for a unique date night in Sydney; think live music, delicious craft brews and droolworthy junk food. Spend your evening pulling pints from the Dodge pickup and stuffing your chops under the giant beer tanks. 

Another fun gin-fuelled date idea is the Four Pillars Gin Masterclass. You'll be taken through the history of the brand, taught all about the distilling process and try a few of their signature tipples for yourselves with tasty bar snacks to accompany.

Oxford Art Factory is a unique date night idea in Darlinghurst, showcase the best in live music every night of the week. Grab a bite to eat before heading over to soak up Andy Warhol-inspired interiors with vibrant murals, cosy couches and industrial features scattered throughout the space.

Ramblin' Rascal Tavern is one of Sydney's most unique bars, found tucked away in an unassuming office block. Once inside, you and your date will be greeted by friendly bar staff whipping up some of the city's best cocktails against a backdrop of dive-style interiors. 

When it comes to the best first date ideas in Sydney, Spice World is a winning spot with its giant hotpots, wagyu Barbies and robot waiters. Feast on a mouthwatering feast of Chinese delicacies that are simply made for snapping and sharing in a unique environment.

Chula is a gorgeous Mexican restaurant in Potts Point, made up of cavernous peach walls, with rich textures and cacti dotted about the space. Get your fix of quesadillas, enchiladas and tacos with agave-laced cocktails, either indoors or on the heated outdoor terrace.

One of the most popular bars in town is one of our favourite quirky date ideas. Head on over to Jacoby's Tiki Bar where potent tropical cocktails come combined with Twin Peaks-inspired decor, with signature tipples coming served in tiki mugs, sharing bowls and hollowed-out fruit.

Goros is a fabulous idea for a first date in Sydney, combining vintage game machines, karaoke booths and Japanese-inspired street food under one roof. Sink the hours in here with cocktails and bao buns to start, with live music, quirky activities and chilling on the rooftop to finish.

When it comes to date ideas in Newtown, Poor Toms Gin Hall is one of the very best places to take that special someone. Pull up a seat at the bar overlooking the 'Ginsus' mascot before delving into small-batch creations with pizza delivered from neighbouring Pizza Madre. 

Perfect for rainy days, Archie Brothers Cirque Electriq is a unique date night idea in Sydney featuring bumper cars, bowling lanes, arcade games and VR experiences. When you're done with all the fun? Head on over to the bar for a few signature tipples.

Looking for daytime date ideas? Icebergs Dining Room and Bar is one stunning place for alfresco drinking and dining with someone special. Not only does this place serve a menu of elevated Italian cuisine and cocktails, but there's a gorgeous beachside pool to take a dip in. 

Sydney date night restaurants don't get much prettier than Coogee Pavilion. Located right on the beachfront, this multi-talented venue features relaxed eateries, the oh-so swish Mimi's and a gorgeous rooftop bar, offering plenty of options for romantic nights out.

One of Sydney's best places for a first date, MANIAX will have you spinning steel like a Viking or Medieval warrior. Better yet? They actually have a bespoke date night package, giving lovebirds the chance to chuck axes around for two hours with an organised tournament to finish.