Day 1:  Join Red Sox Nation as we depart Boston Hartford, and Manchester for Chicago.  On arrival in Chicago we will be transferred to our Downtown Hotel. This afternoon begins with a waterfront cruise through the locks and out on to the Lake to see the skyline of Chicago. After your cruise a visit to Chicago’s highest landmark the sky deck on top of the Willits Tower is your next stop Tonight we will feature an evening of dinner theater at Tommy Guns Garage, Not long after the turn of the century, in a decade known as the Roaring Twenties, the manufacture and sale of alcoholic beverages was outlawed and strictly prohibited.  Nevertheless, men like Alphonse Capone and his mafia family, refused to adhere to the law, opening illegal speakeasies across the city of Chicago, offering alcohol, gambling and hotbox entertainment. Tommy Gun’s Garage is an Audience Interactive “Speakeasy” that offers a musical comedy review wit da gangsters, da flappers and YOU!!!!!(uh, dat’s audience participation).  After a delicious sit-down dinner, join “Vito”, “Gloves”, and da “gangsters” and da “flappers” for non-stop comedy and dangerous fun.   You will be transported back to da 1920’s complete wit da boss’s 1928 Model “A” Ford, Roaring Twenties music and memorabilia from da Twenties.   Da mugs and da molls dance and sing da Charleston and udder musical selections from Cole Porter to George Gershwin, Fats Waller, Duke Ellington and more…. All played by Chicago’s Sinfully Orchestra. Be ready to hide your hooch (alcohol) cause we could get raided by da coppers  at anytime.  Be careful, you could get pulled up on stage at any time to perform a sobriety test given by Officer Murphy. Dinner included.

Day 2: Today our focus is on the spectacular Chicago Food scene.  Our first stop will be Ely Cheese cake where we will learn what makes Chicago Cheese Cake different from NY Cheese cake.  There will be samples available for tasting.  A stop will be made to sample the “Chicago Hot dog:” served with diced tomatoes, neon relish and dill pickles., A stop will be made where you can taste the spectacular fruity olive oils and the unusual flavored vinegars,  As top will me made to visit a spice house carrying many unusual spices and flavorings. If you like to cook you will make a purchase. One last stop will be for either Chicago Italian Beef Sandwiches or for  Chicago Pastrami.  Before the game we will visit a local Brewery for beer tasting. Tonight’s game is at one of America’s classic ballparks. Baseball fans always want to visit Fenway Park, Yankee Stadium, Camden Yards and Wrigley field. The thrill of being in the stands in a classic park, where baseball history was made is a delight made better when the Red Sox and the Cubs play.  The game starts at 7:05 PM. ( should the game time be changed the order of activities will be adjusted.) Breakfast, Food tour

Day 3: After Breakfast we continue our tour of Chicago. We will visit the  "Loop" and State Street - the great street where Chicago's fame began. Travel by the striking Richard J. Daley plaza with its acknowledged masterpiece, the Pablo Picasso sculpture, created specifically for Chicago. You'll take a ride on Wacker Drive, the double-decked thoroughfare that winds its way under the city. Then travel over the Chicago River, made to flow backwards by one of the world's greatest engineering feats. You'll see the famous, white Wrigley Building announcing the beginning of the Magnificent Mile and Michigan Avenue where Chicago's most exclusive stores exhibit their wares. You'll see Chicago's elegant seven-level shopping complex the renowned Water Tower Place. Fame time is scheduled for 1:05 PM. Breakfast

Day 4 : This morning you will have time to explore Navy Pier being transferred to the airport for your retuen flight home  Breakfast

Tour Features

Round trip air  from Boston, Manchester or Hartford

Transportation while in Chicago

Chicago Lakes and River Cruise

Admission to the Sky Deck

2 games at Wrigley Field featuring the Red SoxVs the Cubscubs

Dinner Theater at Tommy Guns

Chicago City Tour

Chicago Foody Tour

3 Nights First Class Hotel Accommodations

3 Breakfasts 

 Services of professional Tour director

ALL TAXES