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From Illinois to the White House, Abraham Lincoln and Barack Obama both shaped U.S. history, some 150 years apart, as presidents. Follow in the footsteps of these remarkable men and see how Illinois influenced their paths to the nation’s highest office by exploring historic homes, landmarks, and presidential libraries and museums.

This tour of Chicago’s South Side features 2 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.

What better way to explore Chicago than through its food? From deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches to international cuisine, the city’s flavors are incredibly diverse. This itinerary features three exclusive food tours with expert guides, allowing you to savor the true heart of Chicago.

Our “Route 66 Snapshots” offer you 5, 6 & 7 day segments of this classic highway. This tour starts in Chicago and features Illinois & Missouri. Since 1926, Route 66 has defined a remarkable era in our nation’s history. It has changed the lives of people, and their communities and connected not only the East and the West but also the past and the present. The Route 66 spirit lives on in many roadside attractions, museums, and restaurants located along “The Mother Road.”

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.  

The Quad Cities, including Rock Island and Moline in Illinois plus Davenport and Bettendorf in Iowa, offers an wonderfully eccentric collection of activities. Make a quick getaway and enjoy the river, the farm, the chocolate factory, artists and antiques, great food and friendship.  This little outing is a winner. 

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.

Christkindlmarket Chicago, inspired by a traditional German Christmas market, has become a beloved Chicago holiday must-do. Browse the festively decorated booths, enjoy authentic German food and music. This trip also features Navy Pier’s Light Up the Lake, stops at some of the city’s best bakeries and an evening Christmas Show.

Let us guide your group to NW Minnesota and the birthplace of the mighty Mississippi River. Stand next to a large pine log carved with yellow letters that marks the beginning of the great river’s 2,552-mile route across America, from Minnesota’s north woods to the Gulf of Mexico.  This itinerary will take you from the Headwaters, past the confluence with the Missouri and into St Louis and the Gateway Arch.

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