For Travel Planners and Group Leaders

This tour of Chicago’s South Side features 2 historical firsts – the first African American President of the United States, Barack Obama, and the first American Pope, Pope Leo XIV.  Explore the Chicago locations that made these men who they are and be inspired by their journeys.  This tour can be either a 3- or 4-day itinerary based on your group’s interests.

Chicago, the city that arguably defined the Jazz Age, Prohibition, gangster wars, flappers and boom times, thrived and survived the ’20s. And like the rest of America, it started the decade like a giddy adolescent, grew up in 1929 when gang wars built to a bloody crescendo and the stock market crashed.

Come spend a day like Mark Twain, leisurely cruising the Mississippi with 100 miles of scenic shoreline and peaceful towns passing quietly behind your great paddlewheel.  Then explore the town of Hannibal, home to Tom Sawyer & Becky Thatcher and their friend Huck.  With your imagination you can travel to places in time, best described in literature.

Here’s a great new luxury tour for Chicago that we know you are going to love.  We have combined several music opportunities with a brand new exciting hotel on Navy Pier.  Let us know when you want to go.

Shop on the Magnificent Mile, marvel at Chicago’s bold architecture during a Boat Cruise, enjoy Navy Pier and the thrills on Lake Michigan, plus a fun evening of theatre.