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Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

New To The Site! Chicago, USA
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from $263 per person

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3 hours (approx.)
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Overview

Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the water on a lake cruise. From the iconic Bean to the legendary theatre district, this tour brings the city’s spirit to life—one step and wave at a time.

Highlights:
• Discover downtown Chicago on foot with a 5-Star Private Guide leading the way
• Cruise Lake Michigan with included tickets and audio commentary onboard
• See breathtaking skyline views and snap iconic photos from the water
• Learn the city’s best-kept secrets through fascinating stories and history
• Get tailored recommendations on top spots to eat, visit, and explore next

Did you know there’s a sculpture in Chicago that reflects the whole skyline? With Rosotravel’s private tour, you'll walk through the city’s most iconic spots, then see it all again from the water on a relaxing lake cruise. It's a fun, personal way to experience the best of Chicago in just a few hours.Reserve your spot ow!

What's Included

  • Personalized tips on the best places to visit, eat, and explore
  • Private Walking Tour of Downtown Chicago with a Lake Michigan Cruise
  • Tickets for a 45-minute Lake Michigan Cruise with skyline views and audio commentary
  • Tickets to attractions
  • Food and drinks
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Meeting Location

Meeting point

South Michigan Avenue
Chicago, IL 60603, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Chicago Athletic Association - The Unbound Collection by Hyatt

Meet your guide In front of Chicago Athletic Association - The Unbound Collection by Hyatt; 12 S Michigan Ave, Chicago, IL 60603, United States. Please do not enter the hotel, it is only a meeting point and the staff is not informed about the tour.
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10 minutes • Admission Ticket Free

Cloud Gate

Explore Downtown Chicago on a 2-hour private walking tour with tickets for Lake Michigan cruise. Discover downtown Chicago and uncover the stories behind its iconic sights. Start at Cloud Gate—affectionately known as “The Bean”—where your Licensed Guide will share how this shiny steel landmark became a symbol of the city.
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50 minutes • Admission Ticket Free

Millennium Park

Walk through Millennium Park to the Millennium Monument, a classical tribute to Chicago’s founders, and pause at the towering Christmas Tree if you're visiting during the festive season.
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30 minutes • Admission Ticket Free

Marshall Field And Company Building (Pass By)

Pass by the Marshall Field and Company Building, once home to one of America’s most luxurious department stores. Your guide will fill you in on its elegant architecture and retail legacy
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The Chicago Theatre

Then admire the glittering lights of the historic Chicago Theatre and hear how it helped shape the city’s performing arts scene.Then admire the glittering lights of the historic Chicago Theatre and hear how it helped shape the city’s performing arts scene. Nearby, your guide will also introduce the American Writers Museum—an homage to the storytellers who shaped American culture.
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30 minutes • Admission Ticket Free

Shoreline Sightseeing

End your walk at the dock for some shoreline sightseeing and set sail on a 45-minute Lake Michigan cruise. Listen to fascinating audio commentary as the city’s skyline unfolds before you. It’s a relaxing way to wrap up your journey and see Chicago from a whole new angle, including landmarks such as the Tribune Tower, the Wrigley Building, and Marina City. There’s no rushing, no crowds—enjoy every moment at your own pace!
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1 hour • Admission Ticket Included

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Please check your email the day before the tour for important details from Rosotravel, your tour operator.
  • This tour includes a 45-minute sightseeing cruise—please arrive on time for smooth boarding.
  • Your Private Guide will escort you to the dock and provide all information but will not join you on the cruise.

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CDT). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-368349P424


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Frequently Asked Questions (6)

Activity name

The answers provided below were previously given in response to questions from City Boat Tours customers.

Filter by:

Q: What is the cancellation policy for the Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CDT).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Personalized tips on the best places to visit, eat, and explore.
  • Private Walking Tour of Downtown Chicago with a Lake Michigan Cruise.
  • Tickets for a 45-minute Lake Michigan Cruise with skyline views and audio commentary.
  • Engaging stories about Chicago’s history, architecture, and culture.
  • 5-Star Licensed Guide fluent in your chosen language.
The following is NOT included:
  • Tickets to attractions.
  • Food and drinks.
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets is as follows:

  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets will be included in your confirmation email from City Boat Tours. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024

What's Included

Activity name

  • Personalized tips on the best places to visit, eat, and explore
  • Private Walking Tour of Downtown Chicago with a Lake Michigan Cruise
  • Tickets for a 45-minute Lake Michigan Cruise with skyline views and audio commentary
  • Engaging stories about Chicago’s history, architecture, and culture
  • 5-Star Licensed Guide fluent in your chosen language
  • Tickets to attractions
  • Food and drinks

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Please check your email the day before the tour for important details from Rosotravel, your tour operator.
  • This tour includes a 45-minute sightseeing cruise—please arrive on time for smooth boarding.
  • Your Private Guide will escort you to the dock and provide all information but will not join you on the cruise.
  • Audio commentary is available in English aboard the cruise, Please bring a valid photo ID or passport.
  • This is a moderate walking tour covering 2 km with some uneven surfaces and steps. Your guide will adapt the pace to your group.
  • Please wear comfortable shoes and dress appropriately—the tour runs rain or shine!
  • Have a special request or need accessibility support? Let us know in advance—we're happy to help!

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Lowest Price Guarantee

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We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • City Boat Tours promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on City Boat Tours and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • City Boat Tours reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of City Boat Tours.

Free Cancellation

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100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CDT).

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On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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