• Chicago
  • 1
  • Days
  • Activities
About this trip

Yo ho ho and a barrel of rum! Begin your bar crawl inside a driving barrel, courtesy of The Barrel Run. For an important first (or second) meal, Kaiser Tiger will fill your needs while also letting you burn some cals – thanks curling! Last, see your future in tarot at The Drifter speakeasy.

Recommended accomodation
Silversmith Hotel Chicago Downtown

www.silversmithchicagohotel.com

10 S Wabash Ave, Chicago, IL 60603

  • Day Plan
  • Map

3.5 Hour

The Barrel Run

Bar crawl in style! Meeting place varies, so call ahead before you try the brews, spirits, and wines Chicago has to offer.

600 N Clark St, Chicago, IL 60654

See Website

Barrel Run Chicago

Bar crawl in style! Meeting place varies, so call ahead before you try the brews, spirits, and wines Chicago has to offer.

 

600 N Clark St, Chicago, IL 60654

  • Barrel Run Chicago
  • Barrel Run Chicago
  • Barrel Run Chicago
  • Barrel Run Chicago

1 Hour

Kaiser Tiger

Brunch, lunch, and curling, need I say more? What makes this brewery shine is not just its extracurriculars, but also its impressive rotating tap.

1415 W Randolph St, Chicago, IL 60607

See Website

Kaiser Tiger Chicago

Brunch, lunch, and curling, need I say more? What makes this brewery shine is not just its extracurriculars, but also its impressive rotating tap.

 

1415 W Randolph St, Chicago, IL 60607

  • Kaiser Tiger Chicago
  • Kaiser Tiger Chicago
  • Kaiser Tiger Chicago
  • Kaiser Tiger Chicago

1 Hour

Monk's Pub

A pub serving the locals since the 70's, their main focus is to provide a dining experience anyone can enjoy. Over 120 different beers.

205 W Lake St, Chicago, IL 60606

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Monk's Pub Chicago

A pub serving the locals since the 70’s, their main focus is to provide a dining experience anyone can enjoy. Over 120 different beers.

 

205 W Lake St, Chicago, IL 60606

  • Monk's Pub Chicago
  • Monk's Pub Chicago
  • Monk's Pub Chicago
  • Monk's Pub Chicago

1 Hour

The Drifter

Thank tarot for a unique experience at this speakeasy in the heart of Chicago. With a nightly deck, test your luck with their signature cocktails.

676-8 N Orleans St, Chicago, IL 60654

See Website

Drifter Bar Chicago

Thank tarot for a unique experience at this speakeasy in the heart of Chicago. With a nightly deck, test your luck with their signature cocktails.

 

676-8 N Orleans St, Chicago, IL 60654

  • Drifter Bar Chicago
  • Drifter Bar Chicago
  • Drifter Bar Chicago

1 Hour

Redhead Piano Bar

Open late 7 days a week, this bar is your first and last stop. Live piano music every night and a cigar patio, you can't get more classic.

16 W Ontario St, Chicago, IL 60654

See Website

Redhead Piano Bar Chicago

Open late 7 days a week, this bar is your first and last stop. Live piano music every night and a cigar patio, you can’t get more classic.

 

16 W Ontario St, Chicago, IL 60654

  • Redhead Piano Bar Chicago
  • Redhead Piano Bar Chicago
  • Redhead Piano Bar Chicago
  • Redhead Piano Bar Chicago