Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

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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!
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Important information
Wheelchair accessible. Infants and small children can ride in a pram or stroller. Public transportation options are available nearby. Infants are required to sit on an adult’s lap. Transportation options are wheelchair accessible. All areas and surfaces are wheelchair accessible. Suitable for all physical fitness levels. 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!