đź“… Open Today: Crawl likely open on Fridays
Experience Sydney like never before with our rooftop crawl featuring three fabulous venues: The Cut Bar & Grill, Bar Ombré Rooftop, and Highlander Whisky Bar. Enjoy carefully sourced steaks and seafood in a refined setting at The Cut, sip cocktails with live music and city views at Bar Ombré, and indulge in global dishes and upscale cocktails at Highlander Whisky Bar. Perfect for food lovers and night owls, this crawl combines great eats, vibrant atmospheres, and unbeatable skyline views for an unforgettable night out.
Last updated: July 2025
Elevate your Sydney night out with a rooftop bar crawl that crackles with energy and adventure. Begin your journey in The Rocks, where The Cut Bar & Grill serves up expertly grilled steaks and fresh seafood amid exposed brick and warm timber beams—a perfect launchpad for an epic evening. Next, ascend to the vibrant rooftop of Bar Ombré, where live DJs and panoramic cityscapes set the scene for unforgettable cocktails and shareable wood-fired pizzas. Feel the buzz build as you move higher, culminating at the Highlander Whisky Bar, an elegant refuge drenched in old-world charm, where refined whisky concoctions offer a sophisticated finale. This crawl expertly balances delectable food, pulsating music, and stylish vibes — a dynamic social adventure under Sydney’s dazzling skyline.
Kick off your crawl with The Cut’s masterfully grilled steaks and seafood in a warm, stylish setting that sets a polished yet energetic tone for the night ahead.
The next stop is a brisk walk into Sydney’s central district, leading you to a rooftop oasis bursting with live music and city views.
Amp up the energy at Bar Ombré’s lively rooftop lounge, where pulsating DJs and sweeping skyline vistas pair perfectly with wood-fired pizzas and expertly crafted cocktails.
The next stop is a short stroll through downtown Sydney, shifting the vibe towards a timeless, upscale whisky sanctuary.
End your adventure on a refined note in the Highlander Whisky Bar’s elegant, old-world atmosphere, savoring rich whisky cocktails surrounded by gold-framed art and sophisticated charm.
The next stop is home—or your next Sydney adventure awaits!
This rooftop crawl captures the best of Sydney’s dynamic night scene—flawlessly blending savory bites, live beats, and elevated spirits across three unforgettable stops. Whether you’re a local or visiting adventurer, it’s the perfect way to experience the city’s skyline with friends old and new. Ready to toast to a night you won’t forget? Lace up your walking shoes, grab your crew, and dive into Sydney’s short but electrifying rooftop bar crawl!
Crawl Map