Wine Crawl

The long slow pour... pure joy

We’re taking over an exclusive rooftop for an afternoon of chilled rosé, music, good vibes, and unforgettable views.
🌸 Sparkling Rosé Prosecco by LoveLuvv
🎧 Curated playlist
🗝 Location revealed after ticket purchase.

📍Limited spots. Luxury-level vibes.
Get your tickets now — Sunday, Sept 7th | 3pm

Summer Plans- Crawling through Napa, hidden gems in Chicago, and rooftop rosé all summer. 🍷🗺️ Join the crawl! #WineCrawlSummer #SipWithUs”

#BookSky

Wine Crawl is your passport to unforgettable food, wine, and spirits experiences across the country.
Private crawls for your crew.
Exclusive Tastemaker memberships.
Bold sips. Elevated vibes.
Ready to taste the experience?

#winecrawl #winelovers #foodandwine #wineclub #privatetasting #sipsoftly

Wine time at Stelios in Chicago's West Loop! #loveleewines #winesky

The Vibe
Velvet couches, jazz in the background, and wine flowing like good conversation. The vibe? Effortless elegance.
#WineCrawl #TBT #SoftLifeEnergy #WineAndWander #ChicMoments #wine

Wine Crawl Napa, visit to Mumm Napa tasting room. #winesky #winecrawl

Wine's new cool kids Tastings this week from Canada and South Africa highlighted some of the New World’s best cool-climate wines. Plus: what I’ve been drinking this week.

Wine's new cool kids: Tastings this week from Canada and South Africa highlighted some of the New World’s best cool-climate #wine. Plus: what I’ve been drinking this week, inc Chalkidiki Assyrtiko, Cava, Extremadura red aviewfrommytable.substack.com/p/wines-new-...

We're excited to feature HER Wines at "Pour" June 8th . HER Wine is a boutique wine collection designed for the women of today. Inspired by all of the women who are continuing to evolve into better versions of themselves, HER Wine stands for "Having Evolved Repeatedly"

Come alone, sip something bold, and leave with new friends (and maybe a new favorite wine).
We don’t do strangers—we do wine family.
#winecrawl #solotravel #wineloversunite #winevibesonly #sipwithus

Summer is coming

Books & Bottles is Back!
Sip. Read. Repeat.
great wine and powerful stories. Join us for the return of Books & Bottles, a curated experience by Wine Crawl and 220 Publishing that blends literary voices with bold vintages. Intimate vibes, real conversation, and your next favorite bottle
Coming Soon

“If your favorite wine had a theme song… what would it be?

We always knew we needed a soundtrack... and who better to curate a fusion of food, wine, spirits to music than @fathomdj and @luxlistenings .. Coming to a vibe worthy venue near you #wineandmusic #cocktails #winevibes #tastetheexperience

It’s the dim lights, the clink of glasses, the slow swirl of a bold red.
It’s the way strangers become friends—and friends become a little more—over shared sips.
It’s curated vibes. Flirty energy. Elevated taste.
No awkward small talk—just a smooth pour and even smoother conversation. #winesky

Stress? We don’t know her.
This summer is for effortless luxury, endless pours, and unforgettable experiences.
Ready to sip your way into the Soft Life? #SoftLifeSummer #WineCrawlExperience

Soft Life Summer isn’t complete without a glass in hand and a vibe in your soul.
#WineCrawlLife #SoftLifeSummer #SipInStyle

congrats to our brand partners for being part of BP/Thorntons Women in Wine collection in its Illinois stores. #winesky

Wine lovers of the Western Suburbs, your new favorite event is here.
Wine Crawl is a luxury wine and spirits experience curated for people who love great drinks, great company,
Forget the city traffic — we’re bringing the best of Chicago’s wine and spirits scene closer to home. #winesky #pour

#detroit #winecrawl #winesky

Richmond Get those big hats ready it's a Derby party Wine Crawl Style. Tickets available at www.winecrawl.wine

Ditch the boring boardroom and take your team on an unforgettable wine adventure!

Wine Crawl Private Events are perfect for:
✅ Corporate outings
✅ Team-building
✅ Client appreciation
✅ Birthdays & celebrations

📍Available in multiple cities.
Start planning here 👉 winecrawl.wine/private-crawl/

SUNDAYS TASTINGS 4/27/25 YouTube video by fathom dj

Music to soo to from one of Chicago's best DJs www.youtube.com/live/OANEJQE...

#winesky #softlife

Wine Crawl is all about enjoying ease, luxury, self-care, travel, wine, good vibes without stress or hustle culture.

Wine Crawl For Those Who Don’t Just Drink Wine — They Experience It. #winesky #winecrawl

Happy Anniversary @winecrawlusa ... From boats to rooftops to blindfolds 😈..from #chicago to #napa to #dmv #atl #dallas #houston and even #rome .. we've done a lot but there's plenty of wine left to drink, food left to taste , and spirits left to toast with #happyanniversary #winecrawl

Join us June 8th for Pour