INSIDER TOURS — Annual Event 2021

Make your Annual Event experience even more memorable by taking one of our guided Insider Tours. Expert tour guides share little-known historical facts, origin stories and more.


Insider Tour Tickets on Sale September 7!

Saturday, October 2
& Sunday, October 3

10 am – 12 pm, 1 pm – 3 pm
& 4 pm – 6 pm

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.

Saturday, October 2

10 am – 12 pm & 2 pm – 4 pm

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.

Saturday, October 2

10 am -12 pm

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.

Saturday, October 2

10 am – 11:30 am, 12 pm – 1:30 pm
& 2 pm – 3:30 pm

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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