đź“… Open Today: Crawl likely open on Tuesdays
Discover Austin's vibrant night scene with our wine bar crawl featuring four iconic venues. Start at Maggie Mae's, a historic spot with live music and a rooftop deck perfect for sunset sips. Then, head to Small Victory, a cozy underground jazz bar with over 20 draft beers and wines by the glass. Continue to Elephant Room for nightly jazz performances in a hidden speakeasy setting. Wrap up at Speakeasy, a sprawling nightclub with rooftop patios, live DJs, and ’20s-style decor. Perfect for a fun night out filled with great wines, live tunes, and good times!
Last updated: May 2025
Dive into Austin’s electric wine bar scene with a crawl designed for those who crave more than just a glass of wine — this is a full-throttle social adventure. We kick off atop a legendary rooftop where panoramic cityscapes meet live energy, then shift gears into a boutique cocktail haven where craftsmanship takes center stage. The journey deepens underground with sultry jazz melodies and handpicked vintages, before catapulting you into a roaring speakeasy pulsating with live beats and ’20s flair. Each stop builds momentum, sparking new connections and unforgettable moments in the heart of Austin’s nightlife.
Launching your crawl at Maggie Mae’s sets the tone with its iconic rooftop deck overlooking bustling East 6th Street and a lineup of live music that energizes the evening from the start. This historic venue blends panoramic vistas with vibrant performances, making it the perfect social launchpad.
The next stop is a short, lively stroll east to Small Victory, keeping the energy flowing as you step into a more crafted, intimate setting.
At Small Victory, the crawl takes a refined turn with expertly crafted cocktails and an innovative ice program that elevates every sip. This cozy yet sophisticated spot invites close conversation and savoring of wines alongside delicate small plates, offering a classy contrast to the rooftop buzz.
The next stop is a brisk walk south to Elephant Room, guiding you smoothly from intimate craft cocktails to the soulful depths of live jazz.
Descending into Elephant Room’s underground jazz sanctuary immerses you in authentic Austin vibes where live music and curated wines create a magnetic atmosphere. This stop deepens the sensory journey, blending rich sounds with a welcoming crowd for an unforgettable mid-crawl highlight.
The next stop is a dynamic walk northeast to Speakeasy, ramping up the pace as you prepare for a multi-level nightlife experience.
Closing out the crawl at Speakeasy delivers a thrilling crescendo with its sprawling three levels of ’20s-inspired glam, live DJs, and a rooftop patio buzzing with energy. This lively hotspot invites celebration, dancing, and making memories that last well into the night.
The next stop is the perfect exit point to continue your Austin night or find a late-night bite nearby.
This 4-stop Austin wine bar crawl is your passport to an evening packed with vibrant scenes, unforgettable sips, and nonstop social buzz. Whether you're rooftop gazing, cocktail savoring, jazz grooving, or dancing the night away, each venue amps up the adventure. Ready to raise your glass and dive into Austin’s nightlife pulse? Lace up your walking shoes, gather your crew, and let this whirlwind wine crawl ignite your night.
Crawl Map