Celebrate The Festivities With Cocktail Crawl on Southport Ave

The holidays are just around the corner, and what better way to kick off the festive season than with a jolly Cocktail Crawl along Southport Ave? On Friday, December 1, from 5 pm to 9 pm CST, join the Southport Holiday Stroll & Cocktail Crawl for a merry evening filled with holiday-themed cocktails, delightful treats, and seasonal surprises.

What To Expect At The Cocktail Crawl At Southport Ave?

Imagine sipping on 10+ different holiday-themed cocktails as you meander through the charming streets of Southport Ave, stretching from Belmont to Irving Park Rd. This ticketed Cocktail Crawl boasts two fantastic routes, each brimming with local businesses eager to share their holiday cheer.

  • Route A (Addison to Irving Park):
    • Mahogany Builders: 3823 N Southport Ave
    • Steingolds of Chicago: 3737 Southport
    • SUVARNA chiropractic: 3651 N Southport Ave
    • Big City Optical: 3708 N Southport Ave
    • Candyality: 3737 N Southport Ave
    • 312 Estates: 3753 N Southport Ave
    • The Guild: 3717 N Southport Ave
    • Music Box Lounge & Garden: 3733 N Southport Ave
    • Batik: 3746 N Southport Ave
    • Cafe Tola: 3612 N Southport Ave
    • Dona Tola: 3751 N Southport Ave
    • Click Shoes: 3729 N Southport Ave
  • Route B (Belmont to Addison):
    • Denim Lounge For Men: 3544 N Southport Ave
    • Galleria Liqueurs-Southport: 3409 N Southport Ave
    • Kendra Scott: 3426 N Southport Ave
    • AURA Candle Bar: 3338 N Southport Ave
    • Crosby’s: 3455 N Southport Ave
    • Tuco & Blondie: 3358 N Southport Ave
    • D’Agostino’s Pizza and Pub Wrigleyville: 1351 W Addison St
    • Todd Gentile Allstate Insurance Agency: 1410 W Belmont Ave
    • Konbini and Kanpai: 1433 W Belmont Unit 1

Ticket Details:

Grab your tickets early for just $25 (limited early-bird availability) or secure general admission for $35. With your ticket, you’ll receive a commemorative tasting glass, delicious cocktail samples on either Route A or Route B, and an event guide detailing the cocktails and business locations. Keep in mind that EventBrite charges are non-refundable.

Check-In Information For Southport Eve Holiday Stroll & Cocktail Crawl

Don’t forget to check in between 4:45 pm – 7:30 pm on the day of the event at designated locations. This is a rain or shine affair, and remember, all ticket-holders must be of legal drinking age, so have your IDs ready!


So, mark your calendars, gather your friends, and immerse yourself in the holiday spirit at the Southport Holiday Stroll & Cocktail Crawl. The event has been organized by Garfield’s Beverage in association with Event Brite.

So, cheers to the holiday joy, some delightful sips, and memories in the making! And, while you are at it, do not forget to check out details of other events in and around Chicago on Urban Matter!