Chicago
Small group

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Our most recommended Chicago Small group

  • Chicago City Mini Bus Tour with Optional Architecture Cruise

    1. Chicago City Mini Bus Tour with Optional Architecture Cruise

    After your hotel pick-up from most downtown Chicago hotels, board your climate-controlled minibus with a small group of twelve people or less. Enjoy the sightseeing tour which has won Chicago's "Concierge Preferred" award several years running.  Your tour begins in the heart of downtown Chicago, at The Loop.  Here you'll see incredible architecture, including the world's first skyscrapers.  You'll even go inside one that features a beautiful lobby designed by Frank Lloyd Wright.  The stop also includes views of The Chicago Board of Trade and the Willis (Sears) Tower. After The Loop, you'll tour through Grant Park, which is known as the city's front yard. The centerpiece of the park is the Buckingham Fountain (operational May to October).  Museum Campus is up next, with three museums, Soldier Field and the most spectacular skyline views in the city.  After a ten minute photo stop, you'll...

    Excellent tour guide, personable, humorous, and knowledgeable. We will certainly highly recommend to friends and family.

  • Chicago: Guided City Highlights Tour with Entry Tickets

    2. Chicago: Guided City Highlights Tour with Entry Tickets

    The day begins with pickup from your downtown Chicago hotel and heads to one of the city’s most iconic landmarks, the Chicago Bean. Learn about this iconic artwork as well as its artist, Anish Kapoor. Next, admire Chicago’s impressive skyline aboard the Shoreline Architecture Cruise. Listen to the onboard narration as you admire over 40 of the city’s landmarks.  Afterwards, head to the tallest building in the Western Hemisphere, Skydeck Chicago. Take the elevator up to the 103rd floor and soak up 360-degree views. There’s also time to walk out onto The Ledge, a special glass balcony which provides a once in a lifetime experience. Stop at the 360 Chicago Observation Deck next for yet more panoramic views of the city. Then have fun on the TILT Experience, a must-do when visiting Chicago. Later, enjoy a narrated drive through the city and pass by famous sights including the Aqua Tower, Bu...

    This is a fantastic tour with highly skilled guides and local information. You see the most important chicago highlights in an efficient and pleasant process. The tour guide even stopped at 7-11 to get snacks for our boat trip. Highly recommend this tour. Worth every penny.

  • Chicago: Downtown Architectural Interiors Tour

    3. Chicago: Downtown Architectural Interiors Tour

    Jump right into beautiful architectural interiors of the Roaring '20s, taking in the class and elegance of a classic Art Deco masterpiece. Go back 50 years to the 1880s and explore the structure and style of one of the most famous and oldest buildings in downtown Chicago. Next, you'll marvel at a vaulted ceiling from the Postmodern era, surrounded by Moorish details. Finally, you'll end looking up at the world's largest Tiffany stained-glass mosaic, and very close to the world-famous Millennium Park with one of the most famous landmarks of Chicago, "The Bean."

    The tour was entertaining and gave me new insights into the fascinating history of Chicago.

Other Sightseeing Options in Chicago

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What people are saying about Chicago

This is a fantastic tour with highly skilled guides and local information. You see the most important chicago highlights in an efficient and pleasant process. The tour guide even stopped at 7-11 to get snacks for our boat trip. Highly recommend this tour. Worth every penny.

I think the whole was greater than the sum of the parts. The minibus was good, the boat tour was good, but the two together were great!

Excellent tour guide, personable, humorous, and knowledgeable. We will certainly highly recommend to friends and family.

Carries was amazing! We had a terrific night out with lots of laughs and great memories. You rock Carrie!

We had a great experience. Our driver was very knowledgeable and quite funny as well.