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Chicago Tours and Activities

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Here are your 166 search results for Tours, Attractions & Activities in Chicago, United States

Great Lakes Explorer Music Malt & Magical Mackinac

Great Lakes Explorer Music Malt & Magical Mackinac - Chicago, Illinois

Duration: 8 days
Location: Chicago, Illinois

From USD
$2865.00

The Great Lake Explorer experience focuses on the architecture, the music and the beauty of the region. This tour includes a behind the scenes look at the architectural influences of Frank Lloyd Wright, and the musical influences of Buddy Guy and Junior Wells ... More info ›

The Great Lake Explorer experience focuses on the architecture, the music and the beauty of the region. This tour includes a behind the scenes look at the architectural influences of Frank Lloyd Wright, and the musical influences of Buddy Guy and Junior Wells. We enjoy stylish wines in the Leelanau Peninsula, relax on Mackinac Island and celebrate the craft beer industry in Milwaukee. This tour is meant to immerse the traveler in the experiences of the region.

2018 Departure Dates:

May 25
August 31

DAY 1: This evening, mingle with other group members at a meet and greet reception hosted by our Tour Manager, a destination specialist.
DAY 2: Board an exclusive Chicago Architecture Foundation’s photography river cruise, designed for the photographer, or photographer at heart. This afternoon, choose between a walking tour and learn the basics of Chicago’s sinful history, all the way from the city’s first vice district, to Capone, Prohibition and the mob. Explore the basics of different beer styles and beer’s influence on criminal enterprises, especially during Prohibition. Or choose to glide along the Lakefront on your very own Segway, through the fragrant floral paths and rose gardens of Grant Park to the Museum Campus. Tonight, visit Kingston Mines. Kingston Mines is the largest and oldest continuously operating blues club in Chicago. Its two stages have been graced by the likes of Junior Wells and scores of other musical greats.
DAY 3: Travel to Holland, on the shore of Lake Michigan. The Dutch heritage is plain to see in the traditional Dutch architecture and ambiance. Stroll the quaint downtown and enjoy its galleries, shops and eateries. Continue north to the Leelanau Peninsula. Here we visit some of the peninsulas noted wineries. The evening is spent in Traverse City.
DAY 4: Board the ferry to Mackinac Island. The entire island is listed as a National Historic Landmark and is well known for its wide variety of architectural styles, including the Victorian Grand Hotel and its ban on all motor vehicles.
Day 5: You can explore Mackinac Island your way. Bicycles and horse-drawn carriages are the only modes of transportation here. You can pick up a bicycle and gear, along with trail maps guiding you on various routes throughout the island. Or relax on a guided horse-drawn carriage instead.
Day 6: Michigan ranks fifth in the nation in the number of breweries, microbreweries and brewpubs. Late afternoon we make the ferry crossing across Lake Michigan to Wisconsin. Tonight, visit Milwaukee's most unique downtown food destination, the Milwaukee Public Market.
Day 7: Visit the Milwaukee Riverwalk and Milwaukee Art Museum. Tour past the elegant mansions along Lake Michigan with numerous photo opportunities at the city’s most unique landmarks. Take in City Hall, the Milwaukee Art Museum, North Point Light-house, Miller Park, the Historic Third Ward and more. This afternoon visit the Harley Davidson Museum. Enjoy a final night dinner together at a Bavarian Bierhaus. 
Day 8: Arrive in Oak Park, once the home of Frank Lloyd Wright where he designed and built some of his earliest buildings. Tour the Wright home and see the birth-place of Ernest Hemingway before time for lunch in the village.

Less info

Chicago Girls Getaway Luxury Shopping Experience

Chicago Girls Getaway Luxury Shopping Experience - Chicago, Illinois

Duration: Flexible
Location: Chicago, Illinois

From USD
$995.00

Designer boutiques, home decor, or gourmet food, chocolate and wine! Your guide will curate a day just for you and your crew! Visit upscale Lincoln Park or trendy Bucktown and Wicker Park. Discover why Chicago's design and food scene is hot! You'll travel in complete comfort in a luxury mini-coach stopping where you desire ... More info ›

Designer boutiques, home decor, or gourmet food, chocolate and wine! Your guide will curate a day just for you and your crew! Visit upscale Lincoln Park or trendy Bucktown and Wicker Park. Discover why Chicago's design and food scene is hot! You'll travel in complete comfort in a luxury mini-coach stopping where you desire. Choose from a 5 or 7 hour day to immerse yourself in the best of the city! With a 7 hour day, your guide can make advance lunch reservations for the group to dine on their own. One small cooler of champagne is permitted per group. Other alcohol consumption on the coach is prohibited.   
Great for:

  • Birthdays
  • Celebrations
  • Icebreakers
  • Convention Activities
  • Team Building

Your expert local guide and professional chauffeur will arrive in a luxury mini-coach with comfortable seating for up to 12 guests plus the guide and driver. Upon booking, you'll have the chance to tell us about your "dream day out." Please let us know if you're looking for a day centered on fashion, home decor, the culinary scene or a fun mix of it all! 

Pick up and drop off from any downtown hotel, landmark or train station. If the 7-hour tour is chosen, pick ups can be arranged in nearby suburbs.  

On arrival, your guide will give an overview of the plans for your 5 or 7-hour tour. Let the guide know your preferences!
Embark on your custom tour – don’t hesitate to tell the guide when you’d like more time somewhere. There's plenty of room on board for shopping bags! 

FASHION: Let your guide know your style. Are you interested in the city's top designers, trendy boutiques, designer resale, vintage - or a little of everything? Glide through the city's most fashionable neighborhoods without worrying about parking or directions! 

HOME DECOR: Pop into some of the city's most delightful shops for home accessories where you're sure to find something unique! Immerse yourself in showrooms featuring modern, antique, or vintage furniture. Discover some of the most exciting trends in Kitchen and Bath design.  Home decor shopping options more limited on Sundays.

CULINARY: Chicago is Foodie Heaven! Your guide can help you discover the best bites in the city with stops at local provisioners who helped put us on the map!  From incredible chocolates to fanciful cupcakes and mind-bending donuts, this is a day about indulgence!

MIX IT UPEnjoy a little of everything above as your guide helps you plan a day where your interests are the key! 

LUNCHOn a 7-hour tour, relax over lunch at one of the city's renowned restaurants. Your guide will make reservations for the group. Just let us know if you're looking for casual, upscale or neighborhood dining. Lunch is at client's expense.



Less info

Private Guided Tour of Chicago - Deluxe Coach for 12 - International Languages

Private Guided Tour of Chicago - Deluxe Coach for 12 - International Languages - Chicago, Illinois

Duration: 4 hours
Location: Chicago, Illinois

From USD
$975.00

Explore Chicago on a custom tour, in the language of your choice, with a private guide in a deluxe vehicle that seats up to 12 guests. Arabic, French, German, Italian, Mandarin, Portuguese, Russian and Spanish speaking guides are available ... More info ›

Explore Chicago on a custom tour, in the language of your choice, with a private guide in a deluxe vehicle that seats up to 12 guests. Arabic, French, German, Italian, Mandarin, Portuguese, Russian and Spanish speaking guides are available.

You will see attractions such as the Loop, Museum Campus, Millennium Park, Lake Shore Drive, Wrigley Field or you can explore the neighborhoods with visits to Chinatown, Pilsen, Little Italy, University of Chicago/Hyde Park, Fulton Market’s restaurant and gallery scene. See world-renowned buildings by Frank Lloyd Wright, Mies van der Rohe, and Louis Sullivan and the world’s most beautiful skyline at your own pace in complete comfort. Your local guide and professional chauffeur will customize the experience for you.

Your expert local guide and professional chauffeur arrive at your hotel in a luxury mini-coach with comfortable seating for up to 12 guests plus the guide and driver. Make sure to bring your camera while you head out on this tour.

Your guide will give an overview of the options for your 4-hour tour. Let the guide know your preferences and embark on your custom tour but don’t hesitate to tell the guide when you’d like to get out and walk or when you need more time for photos.

Your tour can end at your hotel or the downtown location of your choosing. Itineraries could include:

Loop: Daley Center, Marina City, Willis (Sears) Tower, Merchandise Mart, Harold Washington Library, Board of Trade, the Rookery, Art Institute, Chicago Cultural Center and Louis Sullivan’s masterpiece Auditorium Building. The “L” transit system, Chicago’s Public Art by Calder, Picasso, Miro, Chagall. Historic sites from the Great Chicago Fire, the Civil War and Abraham Lincoln, Gilded Age Mansions on Prairie Avenue, Prohibition and the Al Capone era, Route 66, the Daley “Machine”, Grant Park and Obama’s Chicago.

Lakefront: Lake Shore Drive, Lincoln Park, Navy Pier, Museum Campus, Buckingham Fountain, Northerly Island, McCormick Place Convention Center. Stunning views of the skyline with plenty of time for photos.

Millennium Park: Chicago’s new centerpiece park, home of “the Bean” (Cloudgate), the Crown Fountain, Frank Gehry designed Pritzker Music Pavilion and Lurie Gardens. Stroll thru the park as your guide explains the how this incredible “green roof” park came to be.

Neighborhoods: Get off the beaten path and explore the city’s many ethnic enclaves. Shop Chinatown for exotic wares, see the Mexican murals of Pilsen, visit a deli in Little Italy or the stunning cathedrals of the Ukrainian Village.

Sports: Create your own “Photo Op” in front of the legendary Wrigley Field, home of the Chicago Cubs or the United Center for Blackhawks or Bulls Fans.

Nightlife: Chicago is city of “Foodies” and craft brewers. Fulton Market is home to some of the city’s Michelin rated restaurants alongside wholesalers in fish, meat, produce and trendy art galleries. If music is your passion, your guide can point out some of the best clubs for jazz and blues, playing nightl.

Less info

Private Guided Tour of Chicago by Deluxe Mini-Coach for up to 12 guests

Private Guided Tour of Chicago by Deluxe Mini-Coach for up to 12 guests - Chicago, Illinois

Duration: 4 hours
Location: Chicago, Illinois

From USD
$875.00

Explore Chicago on a custom tour with a private guide in a deluxe vehicle that seats up to 12 guests. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, or explore the neighborhoods with visits to Chinatown, Pilsen, Little Italy, University of Chicago/Hyde Park, or Fulton Market’s restaurant and gallery scene ... More info ›

Explore Chicago on a custom tour with a private guide in a deluxe vehicle that seats up to 12 guests. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, or explore the neighborhoods with visits to Chinatown, Pilsen, Little Italy, University of Chicago/Hyde Park, or Fulton Market’s restaurant and gallery scene. See world-renowned buildings by Frank Lloyd Wright, Mies van der Rohe, and Louis Sullivan and the world’s most beautiful skyline at your own pace in complete comfort! Your local guide and professional chauffeur customize the experience for you!

Your expert local guide and professional chauffeur arrive at your hotel in a luxury mini-coach with comfortable seating for up to 12 guests plus the guide and driver. Bring your camera!

Your guide will give an overview of the options for your 4-hour tour. Let the guide know your preferences!
Embark on your custom tour – don’t hesitate to tell the guide when you’d like to get out and walk or when you need more time for photos!

Your tour can end at your hotel or the downtown location of your choosing.

LOOP: Daley Center, Marina City, Willis (Sears) Tower, Merchandise Mart, Harold Washington Library, Board of Trade, the Rookery, Art Institute, Chicago Cultural Center and Louis Sullivan’s masterpiece Auditorium Building; the “L” transit system; Chicago’s Public Art by Calder, Picasso, Miro, Chagall. Historic sites from the Great Chicago Fire - the Civil War & Abraham Lincoln – Gilded Age Mansions on Prairie Avenue - Prohibition & the Al Capone era - Route 66 – the Daley “Machine” – Grant Park & Obama’s Chicago.

LAKEFRONT: Lake Shore Drive, Lincoln Park, Navy Pier, Museum Campus, Buckingham Fountain, Northerly Island, McCormick Place Convention Center. Stunning views of the skyline with plenty of time for photos!

MILLENNIUM PARK: Chicago’s new centerpiece park - home of “the Bean” (Cloudgate), the Crown Fountain, Frank Gehry designed Pritzker Music Pavilion and Lurie Gardens. Stroll thru the park as your guide explains the how this incredible “green roof” park came to be!

NEIGHBORHOODS: Get off the beaten path and explore the city’s many ethnic enclaves! Shop Chinatown for exotic wares, see the Mexican murals of Pilsen, visit a deli in Little Italy, or the stunning cathedrals of Ukrainian Village.

SPORTS: Create your own “Photo Op” in front of the legendary Wrigley Field, home of the Chicago Cubs or the United Center for Blackhawks or Bulls Fans.

NIGHTLIFE: Chicago is city of “Foodies” and craft brewers! Fulton Market is home to some of the city’s Michelin rated restaurants alongside wholesalers in fish, meat, produce and trendy art galleries! If music is your passion, your guide can point out some of the best clubs for jazz and blues – playing nightly!

Less info

Booking.com

Private Guided Tour by SUV for up to 4 guests - International Languages

Private Guided Tour by SUV for up to 4 guests - International Languages - Chicago, Illinois

Duration: 3 hours
Location: Chicago, Illinois

From USD
$750.00

Explore Chicago on a custom SUV tour with a private guide in your language. Guides are available in Arabic, French, German, Italian, Mandarin, Portuguese, Russian and Spanish. Please specify language when booking. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, OR Explore the neighborhoods with visits to Chinatown, Pilsen, Little Italy, University of Chicago/Hyde Park ... More info ›

Explore Chicago on a custom SUV tour with a private guide in your language. Guides are available in Arabic, French, German, Italian, Mandarin, Portuguese, Russian and Spanish. Please specify language when booking. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, OR Explore the neighborhoods with visits to Chinatown, Pilsen, Little Italy, University of Chicago/Hyde Park. See world-renowned buildings by Frank Lloyd Wright, Mies van der Rohe, and Louis Sullivan and the world’s most beautiful skyline at your own pace in complete comfort! Your local guide and professional chauffeur customize the experience for you!

Your expert local guide and professional chauffeur arrive at your hotel in a luxury SUV with comfortable seating for 1-4 guests plus the guide and driver. Bring your camera!
Discuss the highlights you’d like to see most. Your guide will give an overview of the options for your tour.
Embark on your custom tour – don’t hesitate to tell the guide when you’d like to get out and walk or when you need more time for photos!
Your tour can end back at your hotel or the downtown location of your choosing.

LOOP: Daley Center, Marina City, Willis (Sears) Tower, Merchandise Mart, Harold Washington Library, Board of Trade, the Rookery, Art Institute, Chicago Cultural Center and Louis Sullivan’s masterpiece Auditorium Building; the “L” transit system; Chicago’s Public Art by Calder, Picasso, Miro, Chagall. Historic sites from the Great Chicago Fire thru the Civil War - Abraham Lincoln – Gilded Age Mansions on Prairie Avenue - Prohibition & the Al Capone era - Route 66 – the Daley “Machine” – Grant Park & Obama’s Chicago.

LAKEFRONT: Lake Shore Drive, Lincoln Park, Navy Pier, Museum Campus, Buckingham Fountain, Northerly Island, McCormick Place Convention Center. Stunning views of the skyline with plenty of time for photos!

MILLENNIUM PARK: Chicago’s new centerpiece park - home of “the Bean” (Cloudgate), the Crown Fountain, Frank Gehry designed Pritzker Music Pavilion and Lurie Gardens. Stroll thru the park as your guide explains the how this incredible “green roof” park came to be!

NEIGHBORHOODS: Get off the beaten path and explore the city’s many ethnic enclaves! Shop Chinatown for exotic wares, see the Mexican murals of Pilsen, visit a deli in Little Italy, or the stunning cathedrals of Ukrainian Village.

SPORTS: Create your own “Photo Op” in front of the legendary Wrigley Field, home of the Chicago Cubs or the United Center for Blackhawks or Bulls Fans.

NIGHTLIFE: Chicago is city of “Foodies” and craft brewers! Fulton Market is home to some of the city’s Michelin rated restaurants alongside wholesalers in fish, meat, produce and trendy art galleries! If music is your passion, your guide can point out some of the best clubs for jazz and blues – playing nightly!



Less info

Private Guided SUV Tour for up to 4 Guests

Private Guided SUV Tour for up to 4 Guests - Chicago, Illinois
Star Rating

Duration: Flexible
Location: Chicago, Illinois

From USD
$650.00

Explore Chicago on a custom SUV tour with a private guide. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, OR Explore the neighborhoods with visits to Chinatown, Pilsen, Little Italy, University of Chicago/Hyde Park, or Fulton Market’s restaurant and gallery scene ... More info ›

Explore Chicago on a custom SUV tour with a private guide. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, OR Explore the neighborhoods with visits to Chinatown, Pilsen, Little Italy, University of Chicago/Hyde Park, or Fulton Market’s restaurant and gallery scene. See world-renowned buildings by Frank Lloyd Wright, Mies van der Rohe, and Louis Sullivan and the world’s most beautiful skyline at your own pace in complete comfort! Your local guide and professional chauffeur customize the experience for you!

Your expert local guide and professional chauffeur arrive at your hotel in a luxury SUV with comfortable seating for 1-4 guests plus the guide and driver. Bring your camera!

Your guide will give an overview of the options for your 3-hour tour. Let the guide know your preferences!
Embark on your custom tour – don’t hesitate to tell the guide when you’d like to get out and walk or when you need more time for photos!

Your tour can end at your hotel or the downtown location of your choosing.

LOOP: Daley Center, Marina City, Willis (Sears) Tower, Merchandise Mart, Harold Washington Library, Board of Trade, the Rookery, Art Institute, Chicago Cultural Center and Louis Sullivan’s masterpiece Auditorium Building; the “L” transit system; Chicago’s Public Art by Calder, Picasso, Miro, Chagall. Historic sites from the Great Chicago Fire - the Civil War & Abraham Lincoln – Gilded Age Mansions on Prairie Avenue - Prohibition & the Al Capone era - Route 66 – the Daley “Machine” – Grant Park & Obama’s Chicago.

LAKEFRONT: Lake Shore Drive, Lincoln Park, Navy Pier, Museum Campus, Buckingham Fountain, Northerly Island, McCormick Place Convention Center. Stunning views of the skyline with plenty of time for photos!

MILLENNIUM PARK: Chicago’s new centerpiece park - home of “the Bean” (Cloudgate), the Crown Fountain, Frank Gehry designed Pritzker Music Pavilion and Lurie Gardens. Stroll thru the park as your guide explains the how this incredible “green roof” park came to be!

NEIGHBORHOODS: Get off the beaten path and explore the city’s many ethnic enclaves! Shop Chinatown for exotic wares, see the Mexican murals of Pilsen, visit a deli in Little Italy, or the stunning cathedrals of Ukrainian Village.

SPORTS: Create your own “Photo Op” in front of the legendary Wrigley Field, home of the Chicago Cubs or the United Center for Blackhawks or Bulls Fans.

NIGHTLIFE: Chicago is city of “Foodies” and craft brewers! Fulton Market is home to some of the city’s Michelin rated restaurants alongside wholesalers in fish, meat, produce and trendy art galleries! If music is your passion, your guide can point out some of the best clubs for jazz and blues – playing nightly!

Less info