đź“… Open Today: Crawl likely not fully open on Sundays
Join us for a delightful evening in Darling Harbour on our Wine Bar Crawl! Explore three unique venues including Casa Ristorante Italiano, De Vine Food & Wine, and Alfredo Authentic Italian Restaurant & Underground Cocktail Bar. Indulge in classic Italian dishes, sip on fine wines, and enjoy the lively atmosphere. Let's make it a night to remember!
Last updated: May 2025
Sydney’s Darling Harbour is buzzing with a fun wine bar adventure that’s all about Italian passion and that infectious social energy. From the sparkling waterfront to the historic streets, you’ll dive into handcrafted wines, authentic dishes, and spots that keep the vibe electric. This isn’t just a casual wine hop—it’s a laid-back social journey where great chats, bold flavors, and lively settings come together. Get set for three cool stops that flow seamlessly, ramping up the excitement as your evening rolls on.
Kick off the fun with waterfront vibes at Casa Ristorante Italiano, where heated terraces and stunning harbor views meet wood-fired Italian favorites. It’s the ideal starting point, with fresh seafood pizzas and creative cocktails that get the night off to an engaging, upbeat start.
The next spot is an easy 8-minute walk, taking you from relaxed waterfront feels to the city’s more sophisticated side.
Step it up at De Vine Food & Wine, with its polished European touch and a great lineup of Italian wines that add some elegance to the mix. The crowd’s lively and up for a good time, making it a spot to enjoy classic dishes and bold pours while connecting with new faces in a fun, welcoming setting.
Head over to the next one with a breezy 15-minute walk, leading you to the city’s historic area where old-school charm meets the night’s energy.
Wrap things up in an intimate underground spot at Alfredo, where rich Italian flavors and top-notch cocktails shine against exposed brick walls and live piano tunes. It’s the perfect finale, turning the night’s energy into a warm, sophisticated wrap-up full of laughs and connections.
This marks the end of the adventure, ideal for soaking in those final moments amid the city’s historic pulse.
Your Darling Harbour wine bar escapade doesn’t stop at the last drink—it leaves you with great stories, new buddies, and that satisfying glow of a night done right. Whether you’re toasting to classic Italian tastes or uncovering a hidden cocktail gem, this hop delivers a lively, unforgettable vibe. Eager to explore Sydney’s buzzing bar scene with your crew? Round up your friends and let the good times keep flowing.
Crawl Map