đź“… Open Today: Crawl likely not fully open on Sundays
Join us on a delightful Chippendale wine bar crawl featuring Classic Italian dishes, cheese and wine at Clare Bar, Tapas and sangria at Baia The Italian, cocktails at Local Lounge (Mestizo), and fine wines at Chez Beckett's. Let's sip, savor, and repeat all night long!
Last updated: May 2025
Unleash your adventurous spirit with this dynamic 4-stop wine bar crawl through the heart of Chippendale. Each venue unfolds its own unique story, weaving together cozy retreats, rustic Italian elegance, bold Mexican flavors, and sophisticated French charm. This crawl is crafted for those who crave an electric night filled with vibrant conversations, exceptional wines, and social connections that spark from one stop to the next. From plush booths to scenic terraces and lively tapas corners, the energy builds naturally, inviting you to explore and indulge with every pour and plate. Whether you’re a wine aficionado or in search of your next social hotspot, this crawl delivers an unforgettable journey through Chippendale’s eclectic wine scene.
Kick off the crawl at Clare Bar, where intimate booth seating and expertly crafted cocktails set the tone for a night of lively conversations and connections. This inviting space offers a perfect launchpad with its thoughtful wine selections and welcoming energy that encourages lingering and mingling.
The next stop is a brisk, scenic stroll that leads you from the cozy streets of Chippendale to the waterfront charm of Darling Harbour, offering a refreshing shift in atmosphere.
Immerse yourself in classic Italian style at Baia, where leather accents and a sunlit terrace overlooking the water create an elegant yet spirited setting. Here, the energy rises as you pair curated wines with rich cheeses and fresh seafood, crafting a seamless blend of sophistication and spirited socializing.
The next stop is a vibrant city walk that transports you from the harbour’s sleek sophistication to a lively neighborhood pulse, perfect for building anticipation.
Turn up the energy at Local Lounge, a hotspot where exposed brick walls and lively chatter frame a fiesta of Mexican tapas and sangria. This stop infuses the crawl with bold flavors and dynamic vibes, inviting you to share plates and stories in a buzzing, social atmosphere.
The next stop is a short, spirited walk along Glebe Point Road, setting the stage for an intimate yet upscale finale.
Conclude your journey at Chez Beckett’s, where refined French elegance and live piano melodies elevate the night. This sophisticated wine bar offers a polished ambiance and meticulously selected vintages, wrapping the crawl in a memorable blend of warmth, class, and vibrant social buzz.
The next stop is the end of the crawl, leaving you perfectly positioned to either continue your night or savor the afterglow of a remarkable wine adventure.
This 4-stop Chippendale wine bar crawl is your gateway to an electric night of discovery, flavor, and vibrant social energy. Whether you’re toasting with friends or making new connections, each stop promises unique wines and atmospheres that together create an unforgettable journey. Ready to raise your glass and dive in? Gather your crew, hit these hotspots, and let Chippendale’s spirited wine scene ignite your night.
Crawl Map