đź“… Open Today: Crawl likely open on Wednesdays
Join us for an unforgettable night in Surry Hills, exploring four vibrant venues packed with cocktails, karaoke, live music, and more. Start at D1 Karaoke Sydney for singalong fun, then head to The Rover for craft beers and live DJs. Continue to The Lobo, a classy art deco spot with creative drinks, and finish at Hollywood Hotel, a lively Caribbean-themed bar with 250 types of rum. Perfect for a night of drinks, music, and good vibes in one of Sydney’s most lively neighborhoods.
Last updated: June 2025
Get ready to ignite your night with the Surry Hills Cocktail Bar Crawl — a high-voltage journey through Sydney’s most exhilarating drinking destinations. This crawl is designed for adventurers who crave a seamless blend of singing, sipping, and socializing. Kick off with the electrifying private rooms of D1 Karaoke Sydney, where your crew can unleash their inner rockstars. Then slide into The Rover’s bustling scene, where creative cocktails meet fresh oysters and juicy burgers, fueling your night with bold flavors. Next, descend into the warm, Caribbean-inspired vibes of The Lobo, boasting an unparalleled rum collection that promises a spirited escape. Finally, wrap up your adventure at the iconic Hollywood Hotel, where art deco charm, craft beers, and live beats keep the energy soaring. This crawl pulses with excitement at every turn, perfectly paced to keep the good times rolling and new friendships sparking.

Kick off the crawl with an adrenaline rush at D1 Karaoke Sydney’s private rooms, where high-energy performances and top-notch sound systems set a bold, interactive tone to ignite your night.
The next stop is a short and lively stroll to The Rover, keeping the momentum buzzing as you head deeper into Surry Hills’ cocktail scene.

The Rover amplifies the night with its inventive cocktails and fresh seafood bites, offering a perfect balance of robust flavors and bustling atmosphere that fuels your social adventure.
The next stop is a brisk, invigorating walk to The Lobo, transitioning from casual dining vibes to a sophisticated rum haven.
Immerse yourself in The Lobo’s Caribbean-inspired elegance, where an impressive rum collection and lively reggae beats elevate the experience with exotic flair and upscale energy.
The next stop is a short urban stroll to the Hollywood Hotel, shifting the vibe toward iconic craft beer and vibrant live music.

Conclude your crawl at the legendary Hollywood Hotel, where art deco style meets energetic live music and a rotating selection of craft beers—perfect for a lively finale that keeps the night alive.
The crawl ends here, leaving you in the heart of Surry Hills’ buzzing nightlife to keep the party going or reflect on an epic evening.
From belting out your favorite tunes to savoring world-class cocktails and legendary craft beers, this Surry Hills crawl promises an unforgettable adventure packed with energy and flavor. Whether you’re rallying a crew or flying solo, each stop spices up the night with distinct vibes and social thrills. So lace up your walking shoes, bring your boldest spirit, and dive headfirst into Sydney’s most dynamic cocktail journey. Cheers to a night that never lets up!