đź“… Open Today: Crawl likely not fully open on Sundays
Join us on a sophisticated wine bar crawl through Surry Hills, featuring Wood-fired pizzas, homemade pasta, and cocktails in a vibrant pub with a leafy, lantern-lit patio at The Beresford. Visit Vintage Cellars Rushcutters Bay for an extensive European wine list, then head to 10 William St for sophisticated Italian cuisine. Enjoy Spanish fare and wine at Vermuteria before ending your night at The Paddington, a fashionable bistro offering elevated fare, cocktails, and happy hour specials. Get ready for a night of elegant indulgence with friends!
Last updated: May 2025
Dive into Sydney’s Surry Hills with this exhilarating 5-stop wine bar crawl that promises a night packed with lively atmospheres, curated wine selections, and unforgettable social moments. Kicking off with the buzzing energy of The Beresford’s wood-fired cuisine and garden charm, this adventure flows seamlessly through exclusive wine discoveries and sophisticated Italian indulgence at 10 William St. Each stop offers a fresh take on wine culture — from boutique bottles to expertly paired dishes — culminating in the stylish comfort of The Paddington. Whether you’re a wine aficionado or looking to ignite your night with exciting flavors and spirited company, this crawl crafts an unforgettable journey through Surry Hills’ finest wine bars.
Launch your crawl at The Beresford, where an electric atmosphere meets wood-fired culinary goodness and handcrafted cocktails, setting an upbeat tone for the night ahead.
The next stop is a brief ride away to Vintage Cellars Rushcutters Bay, offering a refreshing shift from lively dining to wine-focused exploration.
Step into Vintage Cellars to dive deep into a treasure trove of wines, perfect for selecting your next favorite bottle and elevating the crawl with exclusive varietals and expert curation.
The next stop is a scenic stroll into Paddington, where Italian sophistication awaits at 10 William St.
Experience refined Italian charm at 10 William St, where silky pasta dishes and a stellar European wine list bring an intimate, upscale flair to the crawl’s middle act.
The next stop is a quick walk to Vermuteria, introducing Spanish-inspired wine and food pairings to diversify the evening’s palette.
Vermuteria injects bold Spanish vibes and food-centric delights into the crawl, offering vibrant vermouths and rich small plates that amplify the night’s adventurous spirit.
The next stop is a short journey back to Paddington, where The Paddington awaits with polished pub elegance.
Conclude your crawl at The Paddington, a stylish pub blending elevated fare with a curated wine and cocktail list, perfect for toasting an epic night of discovery and connection.
This final stop wraps the crawl, placing you right in the heart of Paddington’s vibrant nightlife.
This 5-stop Surry Hills wine bar crawl is your passport to an electrifying night of bold flavors, diverse wine experiences, and lively social scenes. Whether you’re toasting with friends or meeting new ones, each venue amps up the excitement and delivers unique stories in every glass. Ready to sip, savor, and explore? Grab your crew and make this spirited journey through Sydney’s best wine bars your next unforgettable night out.
Crawl Map