đź“… Open Today: Crawl likely not fully open on Sundays
Embark on a delightful wine bar crawl in Woollahra, visiting 4 charming venues including Lord Dudley Hotel, bibo Wine Bar, The Wine Library, and Vintage Cellars Rushcutters Bay. Enjoy craft beers, upscale Mediterranean plates, and a large wine list paired with share plates. Get ready to sip, savor, and make memories on this classy pub crawl adventure!
Last updated: May 2025
Dive into Woollahra’s dynamic wine bar scene with a carefully curated four-stop crawl designed to ignite your night with excitement and flavor. Kick off your evening at the Lord Dudley Hotel, where craft beers and hearty fare set an energetic tone. Then, elevate your palate with sophisticated Mediterranean wines and vibrant plates at Bibo Wine Bar, where stylish vibes meet convivial energy. Next, retreat into the warm embrace of The Wine Library, a spot that blends cozy charm with an impressive wine list to match your adventurous spirit. Finally, cap off your journey at Vintage Cellars Rushcutters Bay, a treasure trove for wine enthusiasts looking to take the party home. This crawl weaves together diverse experiences, each stop building on the last to create a seamless, lively night out in Woollahra.
Launch your night at this inviting gastropub where craft beers meet bold, hearty dishes setting a spirited foundation for the crawl’s unfolding energy.
The next stop is a short, lively stroll over to Bibo Wine Bar, letting you digest and anticipate the upcoming Mediterranean flair.
Shift gears into an upscale yet approachable atmosphere with bold Mediterranean wines and share plates that spark engaging conversation and elevate the mood.
The next stop is a comfortable walk back toward Woollahra, inviting you to savor the evening lights en route to The Wine Library.
Sink into the cozy, brick-accented charm of this wine bar where global flavors and an extensive wine list deepen the social adventure with warmth and vibrancy.
The next stop is a brief, refreshing walk to Vintage Cellars Rushcutters Bay, setting you up for a grand finale with a treasure trove of wine selections.
Cap off your crawl at this well-stocked wine shop and bar hybrid, perfect for picking up your favorite finds or enjoying a final glass to toast the night’s adventures.
The next stop is the final destination, where you can either wind down or extend your night with your new wine discoveries.
This 4-stop Woollahra wine bar crawl is your ticket to an electrifying night filled with diverse sips and savory bites. Whether you’re bonding with friends or sparking new connections, every venue ups the ante on flavor and fun. Ready to explore Woollahra’s wine treasures with energy and style? Lace up your walking shoes, gather your crew, and let the adventure begin. Cheers to unforgettable nights and stories told over the perfect glass!
Crawl Map