đź“… Open Today: Crawl likely not fully open on Sundays
Embark on a wine bar pub crawl through Darlinghurst, hitting 7 vibrant venues like Stonewall Hotel, Vintage Cellars Rushcutters Bay, and more. Enjoy a night of sipping and savoring in this lively neighborhood! Whether you're a wine enthusiast or just looking for a fun night out, this crawl is perfect for you. Get ready to taste delicious wines, mingle with fellow crawlers, and explore the exciting wine scene of Darlinghurst. Don't miss out on this unforgettable experience!
Last updated: May 2025
Berkelouw Books Level One, 19 Oxford Street, Paddington
~923m walk to next stop
Dive headfirst into the pulsating heart of Darlinghurst with this seven-stop wine bar crawl designed for those craving a night packed with flavor, flair, and fun. Starting with the dazzling multi-level energy of Stonewall Hotel, each venue amps up the excitement in its own unique way—from curated wine selections paired with French classics to industrial-chic Mexican margarita magic. This crawl is your passport to an evening that seamlessly blends spirited entertainment, gourmet indulgence, and adventurous socializing. Whether you’re a local or a curious visitor, this journey through Darlinghurst’s wine scene promises an unforgettable night of discovery and delight.
Kick off your night at Stonewall Hotel, Darlinghurst’s energetic multi-level hotspot where riveting drag performances and pulsating DJs set a lively tone that electrifies the entire crawl.
The next stop is a brisk 15-minute stroll east, letting you soak in the vibrant streetscape before arriving at Vintage Cellars Rushcutters Bay.
A curated wine haven where you can select standout bottles and enjoy a quick pit stop to amplify your crawl’s wine game with expert picks and spirited enthusiasm.
The next stop is a lively 10-minute walk back towards Darlinghurst Road, setting up a smooth transition to Black Bottle’s cozy yet vibrant atmosphere.
Immerse yourself in French-inspired elegance with Black Bottle’s intimate courtyard and food-centric wine pairings that add a delicious dimension to the evening’s unfolding narrative.
The next stop is a 20-minute scenic stroll to Paddington, giving you a chance to build anticipation for Berkelouw Café 1812’s unique bookish charm.
Recharge amid shelves of books and retro vibes, where share plates and a modest wine list invite relaxed socializing before the night’s energy ramps up again.
The next stop is an energetic 12-minute walk to Potts Point, where Sonora elevates the crawl with fiery Mexican flavors and bold margaritas.
Turn up the heat with Sonora’s industrial-chic setting and vibrant Mexican dishes paired with endless margaritas, amplifying the crawl’s adventurous spirit.
The next stop is a quick 8-minute walk to The Village Inn Paddington, perfect for settling in with hearty fare and a lively crowd.
Embrace the pub’s spirited vibe with its food-forward menu and approachable drinks, providing a convivial pause before the final flourish of the night.
The next stop is a spirited 15-minute walk back towards Kings Cross, priming you for the grand finale at Vermuteria.
Seal the night with Vermuteria’s Spanish-inspired wine selections and tantalizing tapas in a setting that fuses culinary passion with a lively bar buzz—an epic finale to your wine-fueled adventure.
The crawl concludes here, leaving you perfectly poised to continue your night or savor the memories of an exhilarating journey.
From dazzling drag shows to expertly curated wine stops and bold culinary bursts, this Darlinghurst crawl is a masterclass in social adventure. Whether you’re raising a glass with friends or making new ones along the way, these seven stops offer a seamless progression of energy and flavor that keeps the night thrilling. Ready to dive into the vibrant wine culture of Darlinghurst? Lace up your walking shoes, gather your crew, and let this spirited crawl lead you through one of Sydney’s most dynamic precincts. The next unforgettable night out starts here.
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