INSIDER TOURS — Annual Event 2021

Sorry we missed you in 2021. Stay tuned for details about our Annual Event 2022!

These Insider Tours are no longer available, as they are presented as part of our Annual Event. However, some of these tours will be offered in 2022 as part of our Walking Tours series to be announced in early 2022, so please check back, or join our mailing list for updates.

The 2022 Insider Tours will be announced late next summer when we announce the 2022 Annual Event. In the meantime, you can browse these 2021 Insider Tours Tours to get a flavor for the kind of stories our expert guides will share.


See the city from up high! Ascend four historic Downtown skyscrapers for spectacular Pittsburgh panoramas and behind-the-scenes interior views. Learn the surprising stories behind these and other multi-stories of yesteryear.

Explore the history of Downtown Pittsburgh’s Grant Street – the heart and soul of the city. Walk this historic route to learn more about more than 20 famous buildings that hold a strong place in Pittsburgh’s history and are designed by renowned architects such as Henry Hobson Richardson, Henry Horbostel, Benno Jansen, Frederick Osterling and Daniel Burnham.

Explore Pittsburgh up close and personal. Discover the events and people that shaped Pittsburgh, such as the Great Fire of 1845, Mr. Frick’s Revenge, the Wall Street of Pittsburgh and our first great victory over Cleveland.

Step inside a world of crime, passion and daring. The Notorious Pittsburgh tour takes you to downtown places that were the scenes of some of Pittsburgh’s most notorious events–Pittsburgh’s first bank robbery, a daring jailbreak, our prohibition past and more.  Learn a different, often untold, history of Pittsburgh.

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