đź“… Open Today: Crawl likely open on Thursdays
Explore Austin’s vibrant nightlife on this exclusive wine and bar crawl through three hidden gems. Start at Midnight Cowboy, an intimate reservations-only lounge with a hip speakeasy vibe and old-school cocktails. Then, head to Small Victory, a cozy spot offering classic drinks and an innovative ice program. Finish at Elephant Room, a legendary underground jazz bar with nightly live music, craft beers, and wines by the glass. Perfect for lovers of good drinks, great music, and secret spots!
Last updated: May 2025
Austin’s wine bar scene pulses with energy and character, and this 3-stop crawl is your ticket to an unforgettable night out. Begin your journey tucked inside a moody, reservation-only speakeasy where every cocktail is a crafted work of art. From there, step into a warm, inviting bar where classic drinks meet innovative ice techniques and a refined wine selection. Finally, dive into the city’s vibrant music heartbeat — an underground jazz sanctuary offering smooth tunes and a curated lineup of wines by the glass. This crawl isn’t just about drinks; it’s an adventurous celebration of Austin’s eclectic nightlife where each stop builds on the last, creating a dynamic flow from intimate artistry to lively rhythms.
Kick off the crawl at this elusive, reservations-only speakeasy that sets the tone with its vintage charm and masterfully crafted cocktails. Its intimate booths and moody atmosphere invite deep conversation and anticipation for what’s next.
The next stop is a quick, lively stroll east along 6th Street, keeping the buzz alive as you move toward a vibrant downtown hotspot.
Elevate the night with expertly balanced cocktails and an inventive ice program that enhances every sip. This snug bar’s understated style provides the perfect backdrop for connecting over wine and small plates, intensifying the crawl’s sophisticated vibe.
The next stop is a brisk and energizing walk south to Congress Avenue, where the night’s soundtrack shifts to live jazz.
Cap off your adventure beneath the surface in this underground jazz bar where smooth tunes and a curated wine list create an electric yet intimate finale. Here, the rhythm and richness of Austin’s nightlife come alive, rounding out the evening on a high note.
The next stop is the end of the crawl — perfect for lingering over the music or planning your next Austin night out.
Ready to embark on this thrilling wine bar crawl? Each stop offers a distinct flavor of Austin’s nightlife, blending craft, culture, and conversation into one seamless adventure. Gather your crew, bring your appetite for discovery, and let the city’s spirited wine scene sweep you into an unforgettable evening. Cheers to the nights that taste as vibrant as the city itself!
Crawl Map