Date Night Historic Chicago Walking Bar Tour

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Event Overview

Enjoy a romantic and educational date night tour near the Mag Mile on this historic Chicago pub crawl! Exploring beautiful architectural spaces together can be such an intimate experience. You and your partner will learn about prohibition, jazz, theater, vices, and social clubs. This special Valentine’s weekend tour includes light appetizers and a chocolate dessert making it a perfect evening for a date night. Space is limited and reservations are required.

Tickets: $45/person, plus optional drink package
Drink options: All guests must choose a beverage for the walking tour and bring cash to cover the gratuities and 2.5 servings of beer ($23), wine ($29), or water ($3).

Meeting point: Walking tour begins inside Fannie May Candies, 343 N. Michigan Ave.

Minimum age

All ages welcome

Cancellation Policy

There are currently no upcoming dates scheduled for this Dabble. Log in to an account message the host or add to your bucket list to be automatically notified when new dates are posted.


Our Philosophy
We believe that the primary role of a tour guide is to educate, so we create an interactive group dynamic and share educational tools and new perspectives for you to connect with the architecture of Chicago.

We are committed to responsible travel, so our tour company uses green practices and immerse you in a truly local experience.

We know that history is best told with a creative approach, so we use different media, like historic quotes, old photographs, and documentary film clips, to stimulate your imagination and present various perspectives.

We believe that a city like Chicago is more than “highlights,” so we share forgotten stories about both famous city landmarks and lesser-known attractions.

We understand that business is about building community, so our tour company likes to connect with tour operators, conventions, destination management companies, non-profits, community groups, senior groups, universities, cultural organizations, and Chicago businesses.

We treat all our tour guests like a new friend, because we believe in the importance of hospitality, and we love when tour guests have chosen to tour Chicago with a small business.

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