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    Home » Illinois

      Broadway in Chicago

      3 Days  |  Year-Round

      Starting At

      $Flexible Pricing
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      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

      3 Days  |  Mid-November – December 2023

      Starting At

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      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.

      The Headwaters of the Mississippi

      9 Days  |  Spring | Summer | Fall

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      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.

      Mark Twain’s River

      5 Days  |  June-September

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      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.  

      Chicago Defined The Jazz Age

      3 Days  |  Spring | Summer | Fall

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      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.

      Cubs, Peaches & Field of Dreams

      5 Days  |  Spring | Summer | Fall

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      The greatest baseball trip ever.  Chasing the memories of two movies.  First base is “A League of Their Own” about the All American Girls Baseball League. Second base is a visit to the “Field of Dreams.” Then you round Third into Chicago for a Cubs Game at Wrigley Field.

      Chicago Music Tour

      4 Days  |  Spring | Summer | Fall

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      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.

      St Louis & The Mother Road

      4 Days  |  Spring | Summer | Fall

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      This short four day features St Louis, as the largest city on Route 66 between Los Angeles and Chicago. You’ll spend a day with sights to the north and another day touring the south, you learn of history and life on what Steinbeck called “The Mother Road” in his vivid portrait, The Grapes of Wrath. You hear about Americana, family vacations, early tourist marketing as tap your toes to Nat King Cole’s “Won’t you get hip, to this timely tip, Get your kicks on Route 66..”

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