3-Stop Woolloomooloo Cocktail Bar Crawl: From Classic Charm to Tequila Thrills

📅 Open Today: Crawl likely not fully open on Sundays

Get ready for a night of cocktail delights in Woolloomooloo! Our intimate crawl will take you to 3 venues including The Old Fitzroy Hotel, Bitter Phew, and Tio's Cerveceria. Enjoy unique drinks and vibrant atmospheres with friends. Let's sip our way through the city together!

Woolloomooloo 3 stops 2.7 hourscocktail

Last updated: May 2025

Map for 3-Stop Woolloomooloo Cocktail Bar Crawl

🔴 Sun🔴 Mon🟢 Tue🟢 Wed🟢 Thu🟢 Fri🟢 Sat

Highlights

•Historic pub vibes at The Old Fitzroy, craft beer discoveries at Bitter Phew, and tequila-fueled fun at Tio’s Cerveceria

Stops

The Old Fitzroy Hotel

129 Dowling Street, Woolloomooloo

4.4

~889m walk to next stop

Bitter Phew

1/137 Oxford Street, Darlinghurst

4.7

~473m walk to next stop

Tio's Cerveceria

4/14 Foster Street, Surry Hills

4.5

3-Stop Woolloomooloo Cocktail Bar Crawl

Kick off your night in Woolloomooloo with a cocktail crawl that pulses with energy, character, and vibrant social scenes. Start at The Old Fitzroy Hotel, where classic charm meets hearty bites and a buzzing theatre atmosphere — a place that sets a warm yet lively tone. Next, shift gears to Bitter Phew, a craft beer sanctuary that balances the crawl with its richly curated taps and intimate, wood-beamed setting, perfect for savoring unique brews and sparking conversation. Finish strong at Tio’s Cerveceria in nearby Surry Hills, where tequila takes center stage amid dim lights, spirited music, and a contagious party vibe that turns the night into an unforgettable celebration. This crawl masterfully blends tradition, discovery, and unabashed fun in one seamless social adventure.

The Stops in Detail

1. The Old Fitzroy Hotel

Launching the crawl here sets an inviting stage with its historic pub charm, exposed brick warmth, and a lively theatre basement that guarantees an energetic start paired with stellar food and cocktails.

The next stop is a short, engaging stroll that lets you soak in the Woolloomooloo atmosphere before arriving at an intimate craft beer haven.

2. Bitter Phew

This stop introduces a rich layer of craft beer sophistication, offering a snug yet spirited environment where the evolving tap list fuels fresh discoveries and vibrant conversations.

The next stop is a lively walk crossing into Surry Hills, setting the pace for the night’s crescendo at an electrifying tequila bar.

3. Tio's Cerveceria

Closing the crawl with Tio’s means diving headfirst into a dazzling party scene with tequila cocktails, upbeat music, and an atmosphere designed to keep the excitement roaring until last call.

This final stop wraps the crawl in high-energy celebration, with no further walking needed—just time to revel and toast to a night well spent.

Popular Drinks

Ready to conquer Woolloomooloo’s cocktail scene? This trio of bars crafts a night packed with distinct flavors, buzzing atmospheres, and unforgettable moments. Whether you’re sharing laughs over oysters and cocktails, discovering your new favorite craft beer, or dancing the night away with tequila in hand, this crawl promises an adventurous night out that keeps the spirit of the city alive. Lace up your walking shoes, rally your crew, and let the Woolloomooloo cocktail crawl ignite your next great night out.