Neighborhood tours Wheelchair accessible Outdoor activities Landmarks & monuments Tours Guided tours Culture & history Water activities Family-friendly activities Architecture Educational activities Sightseeing Cruises & boat tours

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.

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

Description

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! Book a 3-hour option to 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. 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. 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. 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. 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!

Includes

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

Important Information

• 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!

Easy cancellation

Cancel up to 24 hours in advance for a full refund