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Chicago River and Lake Michigan Cruises

Chicago River and Lake Michigan Cruises

Chicago may be 1,000 miles from the ocean, but the city is still best seen aboard a boat. From the Chicago River to nearby Lake Michigan, visitors are spoiled for choice when it comes to touring the city from the water. See below for your options.

Chicago River Cruises

Learn the history of Chicago’s skyscrapers on a Chicago River cruise, some of which focus specifically on the city’s towering architecture. See Sears Tower and the Wrigley Building while enjoying a casual architecture cruise, and hear how the flow of the river was reversed—a feat of modern engineering.

Sailing and Speedboat Rides on Lake Michigan

Lake Michigan is so big that its total area is larger than that of nine different US states, meaning you’ll feel like you’re cruising the open ocean on a sightseeing lake tour. Take a speedboat tour, dine on an evening buffet cruise, or enjoy a private sunset sail to see where the Chicago skyline rises up from the water and faces the deep blue horizon.

Combo Tours

If you can’t decide between the river and lake, choose a Chicago combo tour that includes both experiences. You’ll enjoy a casual cruise of the river and then race down Chicago’s coastline on a speedboat ride.

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

10 Tours and Activities

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Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
7907
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD46.87
From
USD46.87

Lake Michigan Sightseeing Cruise
Likely to Sell OutLikely to Sell Out

Lake Michigan Sightseeing Cruise

star-4.5
380
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
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  • 40 minutes
  • Free Cancellation
From
USD28.34
From
USD28.34

Chicago Signature Dinner Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Signature Dinner Cruise on Lake Michigan

star-4
151
Make your evening in Chicago one to remember with this luxury sunset cruise featuring dinner, sightseeing and dancing along the shores of Lake Michigan. Feast your eyes on incredible views of iconic Windy City sights like Navy Pier, the Willis (Sears) Tower, Buckingham Fountain and Soldier Field, then fill your belly with a bountiful all-you-can-eat buffet. Continue the celebration with a live DJ who will mix up a selection of dance favorites.
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  • 3 hours
From
USD122.80
From
USD122.80

30 Minute Lake Michigan Speedboat Ride

30 Minute Lake Michigan Speedboat Ride

star-4.5
143
Zoom along the shoreline of Lake Michigan, zipping past famous landmarks as you go, during this exhilarating speedboat ride in Chicago. Climb aboard your 2,000-horsepower speed boat at Navy Pier, then hang on for the ride of a lifetime, as you zip past famous attractions like the Willis Tower, Grant Park, and Buckingham Fountain, pausing to learn a little about the history and architecture of the Windy City along the way.
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  • 30 minutes
From
USD34.75
From
USD34.75

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
173
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
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  • 2 hours 30 minutes
From
USD180.18
From
USD180.18

Chicago Urban Adventure River and Lake Cruise

Chicago Urban Adventure River and Lake Cruise

star-4.5
129
See the the Second City from the water with a sightseeing cruise along the Chicago River and the Lake Michigan shoreline. Take in towering skyscrapers and spot the gargoyles that live on to of the city’s historic buildings. Hear stories about the city’s history and culture as you pass Chicago landmarks, museums and iconic buildings. Capture unforgettable images of the city skyline from Lake Michigan, and get a unique look at Chicago that’s perfect for all ages.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
Likely to Sell OutLikely to Sell Out

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

star-5
24
If you’ve ever dreamed of sailing away on your own private sailboat, this is the perfect excursion for you. You and up to five other invited guests will have the exclusive use of a sailboat, complete with captain and crew for the duration of your tour. Sail on Lake Michigan and enjoy the sights of Chicago’s striking skyline. If you want, you could even take a turn at the helm.
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  • 2 hours
  • Free Cancellation
From
USD427.28
per group
From
USD427.28
per group

Chicago Premier Lake Michigan Lunch Cruise

Chicago Premier Lake Michigan Lunch Cruise

star-4
31
Board a luxurious yacht at Navy Pier for a 2-hour lunch cruise along Chicago’s scenic shoreline. Enjoy a three-course gourmet meal as you take in views of the Windy City from a climate-controlled observation deck, then sip coffee or tea while the yacht’s onboard DJ spins a leisurely afternoon playlist.
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  • 2 hours
From
USD98.22
From
USD98.22

Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago

Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago

star-5
14
Soak up the views of Lake Michigan and the Chicago skyline with a 2-hour sailing tour. This private charter is completely customizable, giving you the chance to choose your music, route, and up to 5 additional guests. Sail into the sunset with your own drinks and snacks (refrigerator and ice on board) and your family or friends by your side.
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  • 2 hours
  • Free Cancellation
From
USD427.28
per group
From
USD427.28
per group

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise
Likely to Sell OutLikely to Sell Out

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

You will be treated to a morning of relaxation and fun on Lake Michigan on this sailboat charter. You are in charge of the itinerary, guest list, even music choices! There is a fridge and ice aboard if you would like to bring refreshments (no glass please) and if you are feeling adventurous, you can take a turn at the helm.
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  • 2 hours
  • Free Cancellation
From
USD433.82
per group
From
USD433.82
per group