Private tour in Chicago Greg S
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Greg S.
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Hi! I'm Greg, a Chicago Tribune humor columnist and full-time stand-up comedian, a career I've enjoyed for more than 30 years. Maybe you've seen me on my own Drybar comedy special, or opening concerts for the likes of Celine Dion and Keith Urban. HuffPost called me "Your boss's favorite comedian!" When I'm not making people laugh at corporate events, at comedy clubs and aboard cruise ships, I give tours of the city I love. Why? Because Chicago is an incredibly diverse, friendly and ENTERTAINING city. Let's explore it together on foot or on bikes. We'll share some laughs, eat the food you've heard so much about and get some exercise along the way. (I promise you'll burn off that deep dish pizza or hot dog that I know you're going to want to try) All of my tours are customizable; you tell me what you want to see, and I'll make it happen. We can explore the Mag Mile, take selfies in front of the Bean, and stroll the Riverwalk. Or venture north through the neighborhoods and let me show you where I live...right by Wrigley Field! We can have a drink (or several) at some famous Cubs bars, learn the history of the city's favorite baseball team and more. I look forward to meeting you.
Have a question or want to customize this tour? Message Greg S.
I live in Wrigleyville, home to the Chicago Cubs and one of the most vibrant of Chicago’s 178 neighborhoods. No, this tour includes no stop at my condo (trust me, it’s probably a mess), but you will step into the stories, sights, and spirit that define this community. We’ll begin at Graceland Cemetery, resting place of retail giants like Marshall Field and architectural visionaries like Daniel Burnham. From there, we’ll stroll Clark Street toward Wrigley Field, pausing for a Chicago-style hot dog and a beer at Murphy’s Bleachers. As we circle the ballpark, I’ll share tales of rooftop traditions, curses, foul balls, and the legend of Harry Caray. By the end, you won’t just know Chicago—you’ll feel like a Cubs fan, which means we’ll be friends forever.
- We'll start at Graceland Cemetery, the final resting place of some of Chicago's most prominent citizens. Learn about Chicago's rich retail history while standing next to the graves of Potter Palmer and Marshall Field. Discover how another Graceland resident, Daniel Burnham rebuilt Chicago after the Great Chicago Fire of 1871. Pay homage to "Mr Cub," Ernie Banks. - From there, we will walk down Clark Street toward Wrigley Field, the second-oldest major league ballpark and the last to erect lights for night games. We will stop for a "Chicago-style" hot dog at one of the city's famous hot dog establishments. We will grab a beer (or the libation of your choice) at Murphy's Bleachers, arguably the most famous Cubs bar in the area. Finally, we will walk the perimeter of Wrigley Field, pausing to learn about the famous Wrigley Rooftops, the Billy Goat curse, the Steve Bartman foul ball incident and the Harry Caray statue.
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This is a walking tour.
4001 North Clark Street, Chicago, Illinois, 60613, United States
Graceland Cemetery sits at the corner of Irving Park and Clark in Chicago's Lakeview community, It is easily accessible by car or public transportation. https://maps.app.goo.gl/ec8WV2UjbuLqB9My8
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If your tour is valued over $200 USD and booked at least 45 days before the tour date, you can book with a deposit!
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