Uncover Mysteries: Gold Coast Self-Guided Audio Tour

Tours Culture & history Activities Walking tours Sightseeing Tours Theme Tours Cruises & boat tours Architecture tours History & heritage Private Experiences Family-friendly Brooklyn Walking Tours

Travel by your own rules using the self-guided audio tour and explore Chicago


  • Join the Self-Guided Audio Tour
  • Peek behind the original Playboy Mansion
  • Discover the Couch Mausoleum's history
  • Experience live music at Zebra Lounge
  • See the Lincoln monument in the park


Unlock the lesser-known tales of Chicago with an in-app audio adventure through the opulent Gold Coast neighborhood. Guided by Amy Bizzarri, an expert in Chicago's intrigue, history buffs and urban explorers alike will find themselves transported back in time to the Gilded Age, uncovering the city's affluent past and hidden gems along the way. This audio guide is not only a journey through space but also through time, offering an immersive experience into Chicago's yesteryears. The tour launches outside the Chicago History Museum and takes a winding path through Lincoln Park, the Couch Mausoleum, and along the grand streets of the Gold Coast. The route introduces travelers to the Playboy Mansion's secrets, a wood-block paved alley, and concludes with a melodious finale at Zebra Lounge—Chicago's oldest piano bar. Along the way, stops at mansions, historic sites, and alleyways reveal the hidden fabric of this storied neighborhood. Highlights of the journey include exploring the original Playboy Mansion grounds, walking down a 19th-century alley, and enjoying live piano music in an iconic bar. Each step echoes with tales of the past, from the rise of tycoons to the legacy of architectural triumphs, leaving travelers with a rich sense of the city’s heritage and an unforgettable experience of Chicago's Gold Coast. HOW IS THE TOUR GOING — Stay flexible: join the tour whenever you want and explore the sights as long as you like. — Enjoy the tour even offline: all audio tours are tested for high quality and easy navigation.


Downloadable Self-Guided Audio Tour on the WeGoTrip app in English

Important Information

  • The audio tour is available only on the WeGoTrip app. You will get a link to download it by email and SMS

Easy cancellation

Cancel up to 24 hours in advance for a full refund


My Guide Book Now! Uncover Mysteries: Gold Coast Self-Guided Audio Tour

My Lists

Create New Guide


Mini Guides

Login to create your guides for Chicago.

Add to My Guide

Create New Guide



Recommended Experiences in Chicago

500+ trusted car hire partners globally

Create & Share your own Guide to Chicago with friends and family!

Add your recommended places to visit by browsing the website and pressing the icon.

Create your own guide of favourite 'must see' places

Earn your Local Expert badge by Sharing your guides with others

Get your guide seen by submitting it to the Mini Guides section


We Are Part of the My Guide Network!

My Guide Chicago is part of the global My Guide Network of Online & Mobile travel guides.

We are now in 120+ Destinations and Growing. If you are interested in becoming a local travel partner and would like to find out more then click for more info about our Website Business Opportunity.

Nearby Destinations

Events in Chicago

Filter Events by Sub-Category

Please select a Date first.

Search for a company in Chicago