Free cancellation

Discover Chicago: Downtown Walking Tour & Lake Michigan Cruise

By New York City Tours

Experience the vibrant heart of Chicago on a personalized 3-hour tour that combines a private walking exploration with a scenic Lake Michigan cruise. Your journey begins with a walk beneath the city’s towering skyline, uncovering stories behind iconic sights like Millennium Park, The Bean, and the historic Chicago Theatre.

After soaking in the city’s architecture and history, you'll head to the waterfront for a relaxing 45-minute cruise. From the water, enjoy stunning views of Chicago’s skyline, including landmarks like the Tribune Tower and Marina City, all while listening to engaging audio commentary.

This tour offers a perfect blend of city sights and lakeside serenity, giving you a comprehensive look at Chicago’s culture, architecture, and natural beauty—all tailored to your pace and interests.

Frequently asked questions

What is included in the Chicago Downtown Walking Tour & Lake Michigan Cruise tickets?

Your ticket includes a private guided walking tour of downtown Chicago, tickets for a 45-minute Lake Michigan cruise with skyline views and audio commentary, and personalized tips on where to eat, visit, and explore next.

How long does the entire experience last?

The full experience lasts about 3 hours, combining the walking tour and the lake cruise.

Is the tour suitable for all ages?

Yes, the tour is suitable for adults of all ages. Children and infants can join, with infants riding in strollers or prams.

What accessibility options are available?

The tour is wheelchair accessible, making it easy for guests with mobility needs to enjoy the experience.

Can I customize the tour or get specific recommendations?

Absolutely! The guide provides tailored suggestions on top spots to eat, visit, and explore based on your interests.

What if I need to cancel or change my booking?

You can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations made within 24 hours are non-refundable.

Free cancellation

You can cancel for a full refund at least 24 hours before the scheduled departure time.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 3 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 3 hours
Languages English
Group size Up to 15 people
Ages Adults 0–99
Accessibility Wheelchair accessible; Infants and small children can ride in a pram or stroller
Tour type Private

What's included

Included

  • Personalized tips on the best places to visit, eat, and explore
  • 5-Star Licensed Guide fluent in your chosen language
  • 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

Not included

  • Tickets to attractions
  • Food and drinks

Itinerary

  1. Stop 1

    Meet your guide in front of the Chicago Athletic Association - The Unbound Collection by Hyatt at 12 S Michigan Ave. Please do not enter the hotel; it’s just a meeting point. The staff is not informed about the tour.

    10 minutes
  2. Stop 2

    Explore downtown Chicago on a 2-hour private walking tour, starting at Cloud Gate—"The Bean"—where your guide shares its story as a city symbol. Discover the city’s architecture and hidden stories along the way.

    50 minutes
  3. Stop 3

    Walk through Millennium Park to see the Millennium Monument, a tribute to Chicago’s founders, and enjoy the festive atmosphere if visiting during the holidays.

    30 minutes
  4. Stop 4 Pass by

    Pass by the Marshall Field and Company Building, once home to a luxury department store, with insights into its architectural elegance and retail history.

  5. Stop 5

    Admire the Chicago Theatre’s dazzling lights and learn how it influenced the city’s performing arts scene. Nearby, your guide will introduce the American Writers Museum, celebrating influential storytellers.

    30 minutes
  6. Stop 6

    Finish at the dock for shoreline sightseeing before setting sail on a 45-minute Lake Michigan cruise. Enjoy views of landmarks like the Tribune Tower, Wrigley Building, and Marina City with engaging audio commentary.

    1 hour

Meeting point & pickup

Meet at the starting point

Meet your guide in front of the Chicago Athletic Association - The Unbound Collection by Hyatt at 12 S Michigan Ave. Please do not enter the hotel; it’s only a meeting point. The staff is not informed about the tour.

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Cancellation & confirmation

Free cancellation

You can cancel for a full refund at least 24 hours before the scheduled departure time.

  • 100% refund if cancelled at least 1 day prior
  • No refund if cancelled within 24 hours

Instant confirmation

Your booking is confirmed immediately after checkout.

From $263.00 per person

Adult Age 0–99
1
  • Free cancellation
  • Secure checkout with our booking partner

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