Chicago Highlights Tour & Architectural Boat Cruise 2020 New Dates


Available Tours

  • May 26 - May 29, 2020 - chicago Highlights - (Sold Out)
  • Aug 24 - Aug 27, 2020 - chicago Highlights - (Available)
  • Oct 05 - Oct 08, 2020 - chicago Highlights - (Available)

Chicago Highlights Tour

Featuring Architectural Boat Cruise, Gangster Dinner Show & More! Sold out in 2019!

4 Days – 3 Nights
    May 26th -29th  call for availability,    August 24th– 27th and October 5th – 8th, 2020


 Our Chicago Highlights tour includes amazing guides, attractions and delicious breakfasts and dinners at local restaurants. Make sure when you check out other competitors you find out what’s included in the price! That has always been the difference with our Tours.  Known as “The Windy City”, Chicago is one of the largest cities in the U.S. Famed for its bold architecture and skyline punctuated by skyscrapers.  A local step on guide will show us all the highlights of Chicago and a boat cruise will give you all the history of their famous waterfront.  An evening visit to Gangster “Tommy Gun’s Garage” for dinner and show will be a highlight for everyone.  Each night you will enjoy the great lineup of restaurants we have carefully selected.  You will also enjoy a ride to the top of a monster skyscraper for the best view of Chicago (if you’re brave enough). Rounding out this great trip is a shopping excursion at the Magnificent Mile and free time to explore on your own. This tour has it all and is one of our favorites!

Cost Per Person:                                                       

  Twin:         $779.00     

  Single:       $929.00    

 Triple/Quad:  $729.00    

*Deposit of $200 required upon booking

Balance of payment due

30 days prior to tour departure*


Pay a deposit of $200 per item

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Additional information

Available Tours

May 26 2020 – May 29 2020, Aug 24 2020 – Aug 27 2020, Oct 5-8 2020

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