The Windy City
3 Days | March to October
Starting At $Flexible Pricing
Shop on the Magnificent Mile, marvel at Chicago’s bold architecture during a Boat Cruise, enjoy Navy Pier and the thrills on Lake Michigan. You will also be transported back to a 1920’s Chicago speakeasy filled with gangsters, flappers, and fun a Tommy Gun’s Garage Dinner Show.
We are happy to accommodate Groups who want to add a night or two, or further customize their trip.
StarrGroups Flexible Pricing:
- Customizable Comps
- Commissionable or Net Rates
- Luxury or First Class Hotels & Meals
- Starr Tours Motorcoach Transportation & Professional Tours Managers are available
Whatever you want, StarrGroups will be happy to structure tour prices to match your needs. Just let us know!
Day 1 – Chicago, IL – Magnificent Mile
Arrive in Chicago, IL this afternoon. You will have time for shopping on the Magnificent Mile. From major fashion houses to trendy retailers, Michigan Avenue offers three shopping centers towering over a district overflowing with luxury retailers, unique shops and popular stores.
Dinner is on you own at the Magnificent Mile, home to some of Chicago’s best restaurants. Enjoy a menu of flavors from all over the world from Chicago’s world-famous deep dish pizza to savory French cuisine, all your tastes are covered. Then you check into your suburban Chicago hotel for two nights.
Day 2 – City Tour – Chicago River Cruise – Navy Pier – Tommy Gun’s Dinner Show
This morning meet your guide for a Chicago City Tour. From the sparking shore of Lake Michigan and its unparalleled lakefront park system to the powerful skyscrapers of the Loop, this tour introduces you to some of Chicago’s most renowned neighborhoods and the very fiber of the Windy City! This tour also a offers a little bit of Hollywood featuring more than 30 sites where over 50 movies were shot. Movies range from The Dark Knight to Chicago favorite Ferris Bueller’s Day Off to classics like The Sting.
Next is a Chicago Architecture Cruise. This one-hour cruise features an expert guide sharing an insider’s glimpse into the buildings, architecture, and engineering that made Chicago famous as the birthplace of the skyscraper and home of modern American architecture. Nothing is more impressive than this world-renowned architecture as seen from the Chicago River.
Enjoy the afternoon at Navy Pier. Enjoy the beauty and the thrills of a day on Lake Michigan. From rides to restaurants, exhibitions to entertainment, shopping to tour boats, Navy Pier has it all – in a location unlike any other!
Dinner Show tonight at Tommy Gun’s Garage Theater. After a delicious sit-down dinner, join da “gangsters” and da “flappers” for non-stop comedy and dangerous fun. You will be transported back to the 1920’s complete with da boss’s 1928 Model “A” Ford, Roaring Twenties music and memorabilia from the Twenties.
Day 3 – Depart for Home
After breakfast, depart for home.