đź“… Open Today: Crawl likely not fully open on Sundays
Embark on a delicious journey through Surry Hills with our Wine Bar and Food Crawl. Indulge in rustic European tasting plates, pasta dishes, and cocktails at Mille Vini Wine Bar & Restaurant. Sip on fine wines surrounded by stylish bohemian decor at The Winery. Experience the vibrant hangout of BART Jr. with seasonal pub food and craft beer. End the night at Vintage Cellars Darlinghurst for a selection of wines and spirits. Get ready for a night of good food, drinks, and fun with friends!
Last updated: May 2025
Dive headfirst into Surry Hills’ spirited wine scene with a four-stop crawl designed for those who crave excitement, bold flavors, and vibrant social energy. Begin your journey in a cozy yet refined spot where rustic European dishes meet carefully curated wines and live jazz sets the tone for the night ahead. Transition into a chic laneway gem where stylish bohemian vibes and fresh Modern Australian fare elevate the experience. Next, amp up the energy with a lively hub known for seasonal shared plates, craft beers, and a dynamic drink list that keeps the conversations flowing. Finally, cap off your adventure with a welcoming local wine shop — perfect for grabbing a bottle to savor or share. This crawl artfully balances sophistication and spirited fun, ensuring each stop builds on the last to create an unforgettable night out in one of Sydney’s most vibrant neighborhoods.
Start your crawl at Mille Vini, where rustic European elegance and intimate live jazz set a warm, energetic stage. Its handcrafted pastas and thoughtfully chosen wines awaken your palate for the night ahead.
The next stop is a short, lively stroll down Crown Street, keeping the momentum going with easy access to your next vibrant destination.
Step into The Winery’s stylish laneway retreat where bohemian charm meets an impressive selection of wines by the glass. The outdoor garden vibe adds a fresh, upbeat contrast, elevating your crawl with modern Australian flavors and a touch of sophistication.
The next stop is a spirited 10-minute walk heading south, transitioning you from Surry Hills into the vibrant edge of Redfern’s social scene.
Inject some lively energy at BART Jr., where seasonal shared plates and a stellar lineup of wines, craft beers, and cocktails invite boisterous gatherings and spirited conversations in a colorful, welcoming space.
The next stop is a quick 12-minute walk northeast to Darlinghurst, offering a change of pace as you close out your adventure with a local favorite wine shop.
Finish strong at Vintage Cellars, a no-nonsense wine and spirits haven. This neighborhood staple offers a vast selection for you to pick up your favorite bottle or discover new gems, rounding out the crawl with a practical yet charming local touch.
The next stop is the end of the crawl, perfectly positioned for easy onward plans or a nightcap at home.
Whether you’re a seasoned oenophile or simply chasing unforgettable nights, this Surry Hills wine bar crawl promises a thrilling blend of tastes, textures, and social buzz. From rustic elegance to bohemian flair, vibrant shared plates to trusted local wine selections, each stop invites you to sip boldly and socialize freely. Grab your crew, pace yourselves, and let the spirited adventure unfold—Surry Hills is waiting to be discovered glass by glass.