đź“… Open Today: Crawl likely not fully open on Sundays
Embark on a wine bar crawl through Surry Hills, visiting 7 unique venues including Vasco Surry Hills, Mille Vini Wine Bar & Restaurant, The Winery, BART Jr., Bistro St Jacques, Berkelouw Café 1812, and Vintage Cellars Darlinghurst. Indulge in intimate, bohemian watering holes, rustic European tasting plates, classy upscale settings, and more. Get ready for a night of sipping, exploring, and making unforgettable memories!
Last updated: May 2025
Berkelouw Books Level One, 19 Oxford Street, Paddington
~705m walk to next stop
Embark on a spirited journey through Surry Hills’ best wine bars, where each stop serves a distinct burst of flavor and atmosphere. From the rock-infused cocktails and Italian soul food at Vasco to the rustic charm and live jazz at Mille Vini, this crawl pulses with energy and surprises. As you weave through laneways and vibrant streets, experience a dynamic blend of modern Australian cuisine, cozy French bistro classics, and lively shared plates that keep the night flowing. This seven-stop adventure invites you to connect, celebrate, and taste your way through one of Sydney’s most exciting neighborhoods, with every venue adding a fresh layer of excitement to your evening.
Kick off your night at Vasco, where an intimate, bohemian setting fuses creative, music-inspired cocktails with bold Italian flavors. This vibrant spot sets an energetic tone, blending lively vibes with culinary comfort that awakens your taste buds and fuels your social spirit.
The next stop is a short, invigorating stroll down Crown Street that keeps the buzz alive as you move toward Mille Vini’s rustic charm.
At Mille Vini, warm rustic elegance welcomes you with hand-crafted pastas and European tasting plates, perfectly paired with a curated wine list. The subtle live jazz elevates the atmosphere, making it a refined yet vibrant space to deepen the night’s energy.
The next stop is just a brief walk along Crown Street, seamlessly transitioning you to The Winery’s stylish laneway escape.
Step into The Winery’s bohemian elegance, where over 30 wines by the glass await alongside fresh Modern Australian dishes. The lush garden seating and chic ambiance offer a lively yet sophisticated vibe, perfect for lingering conversations and savoring each pour.
The next stop is an energetic 15-minute walk into Redfern, inviting a change of pace and neighborhood flavor at BART Jr.
BART Jr. pulses with vibrant energy, serving up seasonal shared plates alongside an extensive wine and craft beer selection. This lively hub invites group camaraderie and adventurous palates, adding a spirited layer to your crawl with its diverse menu and welcoming buzz.
The next stop is a quick, vibrant stroll down Pitt Street, keeping the momentum alive as you arrive at the intimate French flavors of Bistro St Jacques.
Transport yourself to a cozy French bistro where classic steak frites meet organic wines in a setting full of old-world charm. This stop enriches the crawl with authentic, comforting dishes that balance sophistication with an inviting atmosphere.
The next stop is a lively 20-minute walk to Paddington’s literary oasis, Berkelouw Café 1812, providing a scenic urban transition.
Nestled within a licensed bookshop, Berkelouw Café 1812 offers a refreshing shift with its airy, retro vibe and approachable share plates. This unique blend of culture and casual sipping invites you to relax and recharge while staying part of the night’s spirited energy.
The next stop is a brief, bustling walk along Oxford Street into Darlinghurst, where Vintage Cellars awaits to round out the crawl.
Conclude your adventure at Vintage Cellars, a neighborhood staple offering a wide range of wines and spirits. This unpretentious spot provides a final touch of convenience and variety, perfect for snagging a favorite bottle or savoring a last glass among local patrons.
The crawl finishes here, leaving you perfectly poised to explore Darlinghurst’s vibrant nightlife or head home with your new favorite wine in hand.
This 7-stop Surry Hills wine bar crawl delivers a seamless blend of bold flavors, lively vibes, and social energy that keeps your night dynamic and memorable. Whether you’re toasting with friends or diving into new wine discoveries, each venue adds its own spark to an unforgettable urban adventure. Ready to raise your glass and explore Surry Hills like never before? Lace up your walking shoes, bring your sense of adventure, and dive into a night where every sip tells a story.
Crawl Map