Chicago
The lake cruises: skyline sails off Navy Pier, Seadog speedboat runs and fireworks sailings on summer nights. The lake side of the skyline is the view locals send their relatives.
Discover Chicago’s stunning skyline and iconic architecture on this 1 hour 15-minute river cruise, led by knowledgeable guides. Perfect for first-timers and architecture lovers.
Most Popular“Must do in Chicago! Tour operators are funny and knowledgeable. Recommend lining up early so you have your pick of the spots. We chose front row and it felt like you were on a private tour.”
Discover Chicago's iconic architecture from the river on a 1.5-hour guided cruise. Enjoy expert guides, stunning views, and local food options.
“everything was good really enjoyed the tour and the guide was great would recommend 😁”
Experience Chicago’s stunning architecture from the river with a 1.5-hour guided cruise aboard First Lady, offering expert insights and iconic city views.
“Had an amazing time on this in depth tour! Guide was upbeat and so knowledgeable, and kept the tour lively the whole time. Nice variety of architecture and local history. Loved the context part showing how each building is in conversation with those around it.…”
Experience Chicago's stunning architecture on a 75-minute river cruise with live narration, skip-the-line tickets, and beautiful city views.
“Jeremy was a wonderfully engaging guide pointing out historical buildings, architectural styles and more as we rode the Voyageur. The boat was comfortable and not too crowded. And the staff was courteous and helpful. Great way to see the city and learn of its history…”
Discover Chicago's stunning architecture on a 45-minute family-friendly river cruise with expert guides, scenic views, and the option to purchase drinks and snacks onboard.
“Alyssa was a great and funny guide. I would definitely do it again when I’m back in Chicago.”
Discover Chicago’s stunning skyline and architecture from the water on this 1.5-hour cruise along the river and Lake Michigan, guided by local experts.
“We LOVED our guide Lucas, he was hilarious and very informative. 10/10 recommend!!”
Explore Chicago’s iconic skyline on a 90-minute architecture river cruise. Enjoy expert guides, stunning views, and insider stories for an authentic experience.
“This is a must see in terms of seeing the beautiful buildings and skyline as well as learning about the history of Chicago.”
Experience Chicago’s stunning skyline at sunset on a 90-minute boat cruise, with scenic views, expert guides, and onboard snacks. Perfect for a memorable evening.
“Love the city history and architecture, the staff were professional and friendly. The cityscape was so beautiful.”
Discover Chicago’s skyline from Lake Michigan with a 45-minute sightseeing cruise, offering stunning views, informative commentary, and flexible options.
“It was a perfect experience with a great atmosphere. Highly recommended. Affordable. Great views. Best 45 min golden hour sunset cruise!”
Discover Chicago’s stunning architecture on a 1.5-hour river cruise with expert guides, scenic views, and fascinating stories that bring the city’s skyline to life.
“Speaker was great. She was amazing. Knew the city very well. Interesting facts and side note. Worth a good tip.”
Discover Chicago’s stunning night skyline, historic landmarks, and Lake Michigan on this 1.5-hour river and lake cruise with lively guides and breathtaking views.
“Hailey was an amazing guide and was very knowledgeable about the architecture and city, with a good amount of humor mixed in. The views were amazing and an experience I haven’t had all of the times I’ve been to Chicago.”
Experience Chicago from Lake Michigan on this 45-minute cruise featuring iconic skyline views, engaging commentary, and excellent value for $38.
“Great tour that gives a different perspective on the Chicago Skyline. The recorded narration was clear and interesting. Boarding was organized and efficient. I would highly recommend this tour!”
Experience a 1.5-hour scenic sunset cruise on Lake Michigan with stunning skyline views, a cash bar, and knowledgeable guides—perfect for romantic evenings or scenic escapes.
“Tour guide John and the whole crew was awesome! Views were spectacular. It’s a must do in Chicago.”
Discover Chicago's highlights with a small-group city tour, featuring iconic landmarks and an optional architecture river cruise for a comprehensive experience.
“Very informative and an excellent guide on our walk. So much to learn and absorb about your city..thanks Jennifer”
Experience Chicago’s skyline from Lake Michigan on a 30-minute speedboat ride. Enjoy expert guides, stunning views, and optional thrills for an exciting, authentic adventure.
“So much fun and the views of the skyline were amazing!”
The river runs through an architecture lesson, and the lake applauds.