đź“… Open Today: Crawl likely open on Sundays
Embark on a night of rooftop fun in Woolloomooloo with our pub crawl! Explore 4 fantastic venues including China Doll, Sweethearts Rooftop, Darlo Bar, and East Village Hotel Sydney. Enjoy clever pan-Asian menus, seasonal cocktails, and city views. Whether you're a foodie or cocktail enthusiast, this classy and upscale crawl is perfect for you. Get ready for an unforgettable evening out with friends!
Last updated: May 2025
Set your sights skyward for an unforgettable rooftop bar adventure weaving through Woolloomooloo and Darlinghurst’s most dynamic rooftops. This curated four-stop crawl kicks off with the sleek sophistication of China Doll’s waterfront terrace, where inventive pan-Asian flavors meet breathtaking harbor views, setting an elevated tone. Transition into Sweethearts Rooftop, where vibrant Mexican-inspired dishes and cocktails add a splash of bold color against Darlinghurst’s city skyline. The energy charges up further at Darlo Bar, a 1960s-inspired rooftop haven pulsing with retro charm and craft cocktails that invite lively conversations. The grand finale lands atop East Village Hotel’s lush terrace, where plush cushions, twinkling fairy lights, and panoramic cityscapes fuse into a high-energy social playground. Each venue unlocks a new layer of excitement and atmosphere, creating a seamless, spirited journey through Sydney’s rooftop scene.
Launching the crawl with a splash, China Doll’s stylish waterfront rooftop delivers an elegant introduction that pairs innovative pan-Asian cuisine with sweeping harbor panoramas, setting a sophisticated yet lively tone for the night ahead.
The next stop is a brisk but rewarding walk into Darlinghurst, gradually shifting from the harborside’s polished charm to the energetic buzz of urban rooftops.
Sweethearts Rooftop infuses the crawl with vibrant Mexican flavors and sun-soaked terrace vibes, elevating the energy with bold tastes and a colorful atmosphere that invites easy mingling and festive cheer.
The next stop is a lively short stroll through Darlinghurst’s buzzing streets, building anticipation as the evening’s vibes intensify.
Darlo Bar’s rooftop brings a spirited burst of 1960s-inspired retro flair and craft cocktail mastery, transforming the crawl into a dynamic social hotspot where vintage style meets contemporary buzz.
The next stop is a quick walk that carries the excitement upward to East Village Hotel’s multi-level pub, setting the stage for the crawl’s vibrant finale.
Capping the crawl, East Village Hotel’s rooftop terrace blends lush greenery, ambient lighting, and sweeping city views into a high-energy finale, where DJs, crafted cocktails, and a lively crowd guarantee a night to remember.
The next stop is the conclusion of this rooftop journey, leaving you perfectly poised to continue your night amid Darlinghurst’s vibrant nightlife.
This 4-stop Woolloomooloo rooftop crawl is your ticket to an electrifying night above Sydney’s skyline. From elegant harborside beginnings through vibrant cultural flavors and retro-chic hangouts, to a lush, music-filled finale, every terrace invites you to raise your glass higher—and your spirits even higher. Ready to claim your spot in the city’s most exhilarating rooftop circuit? Grab your crew, pace your sips, and let the rooftops of Woolloomooloo and Darlinghurst ignite your night with unforgettable views, flavors, and energy.
Crawl Map