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12 results | All Chicago Tours

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Chicago Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architecture River Cruise

star-5
7443
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

Chicago Sunset Cruise
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Chicago Sunset Cruise

star-4.5
204
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

90-Minute Chicago River Architecture Tour
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90-Minute Chicago River Architecture Tour

star-4.5
1610
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

Lake Michigan Sightseeing Cruise
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Lake Michigan Sightseeing Cruise

star-4.5
346
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

Private Evening Sail in Chicago Ending with Navy Pier Fireworks

Private Evening Sail in Chicago Ending with Navy Pier Fireworks

star-5
2
Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable experience allows you to choose your own, route, music, and guest list.
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  • 2 hours
  • Free Cancellation
From
USD483.96
per group
From
USD483.96
per group

45-Minute Chicago River Architecture Tour from Magnificent Mile
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45-Minute Chicago River Architecture Tour from Magnificent Mile

star-4.5
211
Get a front row perspective on the exquisite buildings that line the Chicago River during a 45-minute architecture cruise. Hear live commentary about the history and architectural heritage of Chicago on this family-friendly tour, which highlights landmarks such as the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Sit on the open-air top deck or the sheltered bottom deck for the ultimate view of Chicago.
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  • 45 minutes
  • Free Cancellation
From
USD25.00
From
USD25.00

Chicago Lake and River Architecture Tour
Likely to Sell OutLikely to Sell Out

Chicago Lake and River Architecture Tour

star-4.5
606
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-5
2440
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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  • 2 hours
  • Free Cancellation
From
USD35.00
From
USD35.00

30 Minute Lake Michigan Speedboat Ride
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30 Minute Lake Michigan Speedboat Ride

star-4.5
126
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

Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship
Likely to Sell OutLikely to Sell Out

Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

star-4.5
195
Escape the bustle of the city on a sailboat tour through Lake Michigan with a convenient departure from Navy Pier. The cruise offers plenty of frame–worthy photo opportunities, including sweeping views of the Chicago skyline rarely seen by visitors. As a popular choice for both locals and visitors, your experience is guaranteed to be family–friendly and tailored to your needs. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD49.00
From
USD49.00

Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

star-4
45
Discover the beauty of Chicago at night during a 1.5-hour cruise on the Chicago River and Lake Michigan. Watch the city sparkle as you pass landmarks such as Museum Campus, Willis Tower, Aon Center and the John Hancock Building, and the illuminated waters of Buckingham Fountain. You'll learn about the history of the city from live commentary by your knowledgeable guide as you glide along the waterfront of Chicago.
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  • 1 hour 30 minutes
From
USD45.00
From
USD45.00

Chicago 3D Fireworks Cruise on Lake Michigan

Chicago 3D Fireworks Cruise on Lake Michigan

star-4
66
Enjoy Chicago’s fireworks in 3D during a 2-hour boat cruise on the Chicago River and Lake Michigan. Before the fireworks begin, learn about the history of The Windy City as your boat cruises along the waterfront, passing sights including Buckingham Fountain, Museum Campus and the John Hancock Building. Hear informative commentary from your onboard guide about the landmarks, the locks system and more, then sit back with the best seats in the city for the spectacular fireworks show.
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  • 2 hours
From
USD45.00
From
USD45.00

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What people are saying about Night Cruises in Chicago

star-5
Chicago Architecture River Cruise
"Great excursion! We enjoyed the history of Chicago and the variety of the architecture. Highly recommend!"..."
star-5
Chicago Sunset Cruise
"The tour guide and the views, the lock was very exciting and seeing the view of Chicago at sunset was beautiful."..."
star-5
90-Minute Chicago River Architecture Tour
"Loved it. Must do for sure, it’s a tour you will gain lot of knowledge, wonderful views n have a great time. Must do if you are with family for sure."..."
star-5
Lake Michigan Sightseeing Cruise
"Good Overall Experience. The crew members were really friendly and helpful. One of them even offered to take our pictures, that was so thoughtful. Nice views of the Chicago skyline."..."
star-5
45-Minute Chicago River Architecture Tour from Magnificent Mile
"The tour guides were very knowledgeable and personable at the same time. Great tour and well worth the time/money. I would definitely recommend them."..."
star-5
Chicago Lake and River Architecture Tour
"time with family in a great city, good weather, we wanted to go around sunset so this was close enough"..."
star-5
Gangsters and Ghosts Tour in Chicago
"I did this tour as a solo. Andre did great from the beginning. From the moment he introduced himself and gave a history of my last name, charming to say the least. I won't spoil the tour but the history and sights are the very best of Chicago! The photos he helps you capture are perfect. Thank you!"..."
star-5
30 Minute Lake Michigan Speedboat Ride
"Love this tour, the tour guide was very nice and knowledgeable the weather was very nice as well , I highly recommend this tour"..."
star-5
Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship
"The bots in amazing shape and the crew simply first rate. What an awesome tour of the cityscape and being out in Lake Michigan under the sails was just a thrill. Hoisting the sails and super interesting pirate stories were just an added perk. Highly recommend this trip and will do it again!"..."
star-5
Chicago by Night: 90 Minute River and Lakefront Cruise
"The whole cruise was terrific but oddly the interlock experience and history was eye opening. Side note, the weather was excellent for this time of the year."..."
star-5
Chicago 3D Fireworks Cruise on Lake Michigan
"I must share I was disappointed on the 4th my son miss the trip due to address but the rep issued new tickets for the next week thanks enjoyed"..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Night Cruises in Chicago?
Q:
What Night Cruises in Chicago are 1 hour or less?
Q:
What Night Cruises in Chicago are taking additional safety precautions?
Q:
What Night Cruises in Chicago are good for avoiding crowds?
A:
These hidden gems in Chicago may have limited interaction with crowds: