đź“… Open Today: Crawl likely open on Fridays
Experience Sydney like never before with our rooftop crawl featuring three fantastic venues: The Cut Bar & Grill, Bar Ombré Rooftop, and Highlander Whisky Bar. Indulge in carefully sourced steaks and seafood in a refined setting at The Cut, sip cocktails and enjoy lively vibes with DJs and live music at Bar Ombré, and unwind with upscale cocktails in an elegant, gold-framed ambiance at Highlander Whisky Bar. Perfect for food lovers, cocktail enthusiasts, and those wanting to soak in breathtaking city views—all in one unforgettable night out!
Last updated: July 2025
Kick off your Sydney night with a dynamic rooftop adventure that sweeps you through some of the city's most thrilling elevated venues. This crawl launches in The Rocks, where The Cut Bar & Grill sets the tone with expertly grilled steaks and a warm, inviting atmosphere steeped in rustic charm. From there, ascend to Bar Ombré Rooftop, where pulsing beats, handcrafted cocktails, and wood-fired pizzas fuel a lively social scene under the expansive city skyline. Finally, cap off the night at Highlander Whisky Bar — an upscale haven where golden-hued elegance meets carefully crafted cocktails and a global menu that adds worldly flair to your rooftop journey. This energetic crawl is designed for those eager to taste, toast, and toast again while soaking in Sydney’s vibrant rooftop buzz.
Launching your crawl in the historic heart of The Rocks, The Cut Bar & Grill delivers a rich start with its artfully grilled steaks and fresh seafood in a space that combines rugged brick and timber warmth. It’s the perfect launchpad for an adventurous night, grounding the energy with exceptional food and a welcoming yet polished vibe.
The next stop is a brisk, energizing walk through Sydney’s lively streets, building anticipation as you head towards the vibrant rooftop scene of Bar Ombré.
Bar Ombré Rooftop lifts the energy with its upbeat atmosphere, live DJs, and panoramic city views. This is where the crawl’s pulse quickens — indulge in wood-fired pizzas and expertly mixed cocktails while the music sets a spirited backdrop for social mingling and celebration.
The next stop is a short, scenic stroll along Macquarie Street, setting the stage for a shift towards refined, old-world elegance at the Highlander Whisky Bar.
Conclude your rooftop journey steeped in sophistication at Highlander Whisky Bar. This upscale venue offers a striking contrast with its ornate gold-framed art and classic cocktails, inviting you to savor global flavors and premium whiskies in a setting that elevates the night’s crescendo.
The next stop is the end of this thrilling rooftop adventure — a moment to bask in the night’s vibrant memories and plan your next Sydney escapade.
Ready to elevate your Sydney night? This quick rooftop bar crawl blends refined dining, live music energy, and upscale cocktail craftsmanship into one unforgettable experience. Gather your crew, embrace the city’s skyline, and let every step—and sip—spark new stories under the stars. Don’t just go out; ascend your night with Sydney’s ultimate rooftop trio.
Crawl Map