Alibi, situated within Ovolo Woolloomooloo, is an entirely plant-based restaurant and bar. Both the food and cocktail menus are full of innovative and out-of-the-box dishes, with whimsical and creative plate ups. With lots of fusion elements, the scope of the menu is broad and does not conform to any one cuisine.
A casual harbourside hangout, The Frisco Hotel has 150 years of stories to tell and with an extensive cocktail menu to work your way through, you’ll have plenty of time to soak it all in. A nautical theme runs throughout and the upscale pub food is every little bit delicious. Grab a seat on the upper balcony for the harbour views.
The Tilbury Hotel
Back in 2015, The Tilbury got a swish makeover that put it on the best-dressed list. The interiors are bright and fresh, with airy, open spaces and the new courtyard is another delight for design lovers. It has pops of bold colour, and its varied seating and laid-back vibe make it the perfect place to go for a sunny Sunday session.
With high ceilings, botanical wallpaper and wicker furniture, the restaurant has a chic French colonial vibe. But its piece de resistance is its lush terrace, which has panoramic views of the Sydney skyline. The menu is made up of small and large share plates, and the cocktail list is impressive, to say the least.
Woolloomooloo Bay Hotel
This enduring watering hole is an oldie but a goodie. Perfectly positioned, the Woolloomooloo Bay Hotel has some impressive views over the harbour and Botanic Gardens. The bistro has classic pub food, while the courtyard and level one balcony have relaxed vibes.
LL Wine and Dine
The chic theme runs through LL Wine & Dine, from the inventive modern Asian menu and cocktail list to the Oriental décor. The food is a fusion of Japanese, South East Asian and Chinese cuisine, and bursts with flavour. There is bar and table seating, as well as an outdoor area and live music on Fridays and Saturdays.
Dulcie's Kings Cross
Cosy but not quaint, Dulcie’s is the mysterious parlour bar that’s got everyone talking. Just when you thought the Cross was dead, Dulcie’s Bar has reinvigorated the Golden Mile by slinging prohibition era cocktails and showcasing some of Sydney’s best underground cabaret acts. Better still, upskill yourself and book in for a cocktail masterclass with Dulcie. From $75pp, learn how to mix it like a pro, while sipping on cocktails and dining on decadent canapés.
The Old Fitzroy Hotel
In the backstreets of Woolloomooloo, The Old Fitzroy is steeped in history. Affectionately known as ‘The Fitz,’ the pub has been around for over 100 years, and has Australia’s only pub theatre, which seats 60 people. Downstairs, you can enjoy brews on tap and gourmet pub meals by an open fire.
Nestled in the leafy streets of Potts Point is Rosé Royale, the world’s first rosé wine bar. Choose from a selection of over 50 rosés from around the world and accompany your tipple with gorgeous French dishes that have been spiked, like the Coq Au Vin Rosé. For a romantic date night, head to the terrace where there's a cosy courtyard with swinging chairs and fairy-lights. The courtyard is also pup friendly, just in case you needed any more reason ...
Ever since this small bar popped up on Bourke Street, Sydney’s small bar scene has exploded. Peekaboo Bar sits in a sandstone Victorian terrace, and gets five stars for its ambience: think moody, sultry lighting, a creative cocktail and canapé list, a DJ on the decks, and a few rooms to play in.
East Sydney Hotel
Considered to be the last country-style pubs within the city, you’ll find a charming (almost B&B) atmosphere with original finishes, traditional décor, excellent food and a gorgeous front bar. The real draw card with this venue is the long running policy of no pokies and no plasmas so that you can enjoy the company and surrounds sans distraction.
Perched above Tatler (the speakeasy), 169 Darlinghurst is a café by day, and wine bar by night. The sleek fitout is all timber and brass, and the wine list is just as sophisticated, thanks to ACME sommelier, Gavin Wright. Breakfast focuses on crowd favourites, while dinner is creative, and touches on a few cuisines.
A hip Darlinghurst cocktail bar with vintage décor and a speakeasy vibe. It’s a sought-after venue – namely for its cocktail offering and contemporary bistro. Tatler Sydney revolves around the ethos of being 80 percent good and 20 percent wicked – where their bistro fare comes with lashings of wine, cocktails and desserts and where dancing, live music and impromptu cabaret set the tone for the evening.
Johnny Fishbone Wine Parlour
Buffalo Dining Club’s younger brother, Johnny Fishbone is a 1920s-style wine and tapas bar from the same talented team. They have a seafood-focused menu and the space itself is sleek – all leather and marble – but the friendly staff and wine wall is what will make you go back time and time again.
Contact Bar & Kitchen
Open for breakfast, lunch, dinner and drinks, Contact Bar & Kitchen is one of the most creative spots in Woolloomoolloo. It’s a foodie haven, because dining there is an interactive experience. If you have a question about the inspiration behind your dish or the ingredients used to make it, ask! It’s encouraged.
Black Bottle brings the aperitivo tradition to Sydney. The wine bar offers an affordable list of drops, craft cocktails, and Mediterranean share plates – but there’s no menu. It’s a choose-your-own-adventure: the fridge is full of fresh fish, veggies, and condiments, and cured meats hang from the ceiling. When you’ve decided what you want, the chef will whip it up.
Eau De Vie
A prohibition style bar with relaxing leather couches and an impressive cocktail list. The team of bartenders at Eau de Vie will transport you back to a much-idolised era of jazz infused revelry with great service, drinks and music – needless to say, once settled in you’ll never want to leave.
This restaurant-slash-bar are the masters of the bloody mary. Set in a fresh, chic place with a cute courtyard, Bloody Mary’s is situated in the Kings Cross end of Darlinghurst. They blend their own tomato juice in-house which they turn into their signature drink – ideal for whether you’re trying to cure a hangover or kickstart a night out.
Buffalo Dining Club
Buffalo Dining Club in Darlinghurst has a thing for mozzarella. Sounds weird, but it’s not. This restaurant is Italian and it’s delicious, and as the name suggests, the restaurant is all about buffalo cheese – they have grown popular for their huge pecorino cheese wheel which doubles as a pasta bowl for big groups.