đź“… Open Today: Crawl likely open on Fridays
Discover Sydney’s best rooftop venues on this lively crawl! Start at the historic Hero of Waterloo Hotel with modern Australian bites and cozy fireplaces, then soak up city views at Bar Ombré Rooftop with cocktails, DJs, and pizza. Finish at Highlander Whisky Bar, offering upscale global dishes and a classy setting. Perfect for food lovers and night owls craving great drinks, live music, and unforgettable skyline moments across three fantastic venues!
Last updated: June 2025
Kick off your Sydney rooftop adventure at The Hero of Waterloo Hotel, where historic sandstone walls and roaring fireplaces set an inviting tone. This classic pub blends old-world charm with modern Australian cuisine, igniting your appetite and social buzz early. From there, ascend to Bar Ombré Rooftop—a vibrant urban haven where live DJs and sweeping city vistas create an electric atmosphere perfect for sharing wood-fired pizzas and cocktails. Finally, elevate your evening at Highlander Whisky Bar, an elegant retreat boasting gold-framed art and expertly crafted cocktails that wrap up your night with refined sophistication. This crawl pulses with dynamic energy, seamlessly escalating from timeless warmth to rooftop exhilaration and upscale allure.
Start your crawl steeped in history and hearty hospitality at this iconic sandstone pub, where live jazz and robust Modern Australian fare fuel your evening with warmth and character.
The next stop is a brisk 15-minute walk that carries you from historic Millers Point into Sydney’s bustling heart, setting the stage for a lively rooftop ascent.
At this elevated lounge, the energy spikes with live DJs, panoramic views, and a menu of vibrant cocktails and wood-fired pizzas, turning up the social vibe under Sydney’s skyline.
The next stop is a short 10-minute stroll along city streets, perfect for soaking in urban buzz before entering a refined whisky sanctuary.
Conclude your crawl in style at this upscale whisky bar, where plush interiors and expertly mixed drinks offer a sophisticated finale to your night of rooftop adventures.
The crawl ends here, leaving you perfectly positioned to continue your night or retreat with memories of a dynamic Sydney bar journey.
This Sydney rooftop bar crawl is a vibrant journey through the city’s layered nightlife—from historic warmth and lively rooftop rhythms to refined cocktail mastery. Gather your crew, embrace the city’s pulse, and dive into an evening packed with flavor, music, and social adventure. Ready to elevate your night? Sydney’s skyline awaits your story.
Crawl Map