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38 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
7436
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

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

star-4.5
1607
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

Chicago Sunset Cruise
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Chicago Sunset Cruise

star-4.5
201
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

Chicago Lake and River Architecture Tour
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Chicago Lake and River Architecture Tour

star-4.5
604
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

Best of Chicago Tour
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Best of Chicago Tour

star-5
34
Have only a short stay planned in the Windy City? See the best of Chicago in just half a day on this small-group tour. Following hotel pickup, travel in an air-conditioned vehicle to two observation points: Skydeck Chicago at the Willis Tower and the 360 Chicago Observation Deck in the John Hancock Center offer spectacular city panoramas. Next, head to Millennium Park, go on an architecture river cruise, discover Buckingham Fountain, and more.
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  • 4 hours
  • Free Cancellation
From
USD209.00
From
USD209.00

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

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
168
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 Signature Dinner Cruise on Lake Michigan
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Chicago Signature Dinner Cruise on Lake Michigan

star-4
140
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

Chicago Lunch Cruise on Lake Michigan
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Chicago Lunch Cruise on Lake Michigan

star-4
89
Perfect for families, groups, and corporate outings, the Spirit of Chicago lunch cruise lets you kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.
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  • 2 hours
From
USD81.82
From
USD81.82

Chicago Architecture Center River Cruise aboard Chicago's First Lady
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Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
602
Enjoy a quintessential Chicago experience when you go on an architecture-themed river tour. Pick from multiple convenient start times, and board your vessel—the Lady Liberty—directly from the Chicago Riverwalk. Your trained docent guides will give you a rich introduction to the Windy City’s history, key landmarks, and architectural highlights—and you can spy landmarks like the Marina City towers and Navy Pier from the water’s edge.
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  • 1 hour 30 minutes
From
USD56.00
From
USD56.00

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

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 Fireworks Dinner Cruise with Buffet
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Chicago Fireworks Dinner Cruise with Buffet

star-4
27
Enjoy a memorable, one-of-a-kind night out on Lake Michigan aboard this combination dinner, dancing, and sightseeing cruise. Make your own way to Navy Pier, and set off as the evening begins. You can admire views of Chicago’s picture-perfect skyline as the sun starts to set. While on board, take advantage of the all-you-can-eat buffet dinner, drinks to purchase, a DJ-helmed soundtrack, and even a fireworks display (weather permitting).
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  • 3 hours
From
USD158.98
From
USD158.98

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

Chicago City Minibus Tour with Optional Architecture River Cruise
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Chicago City Minibus Tour with Optional Architecture River Cruise

star-5
488
Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore downtown and Northside neighborhoods. You have a chance to get out and visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.
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  • 2 to 4 hours
  • Free Cancellation
From
USD39.95
From
USD39.95

Premier Chicago River Dinner Cruise
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Premier Chicago River Dinner Cruise

star-3.5
23
Cruise down the Chicago River in style during this 3-hour dinner cruise aboard the Odyssey. Watch the beautiful city and its architecture pass by through the ship’s panoramic windows. Then sit down to delicious 3-course meal accompanied by DJ entertainment to set the mood for your journey. A full-service bar complete with microbrews, creative cocktails, and a wine list is also available for purchase.
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  • 3 hours
From
USD193.84
From
USD193.84

Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions

Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions

star-4
227
The easiest and most affordable way to explore some of Chicago's top attractions at your own pace, the Chicago Explorer Pass by Go City saves you up to 40 percent off compared to buying individual attraction tickets. Create your own sightseeing itinerary by choosing 2, 3, 4, 5, 6 or 7 attractions, tours, and activities from among more than 25 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on hop-off Big Bus tour, Lincoln Park Zoo, Navy Pier, and LEGOLAND® Discovery Center. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
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  • 60 days
From
USD65.00
From
USD65.00

Chicago Premier Lake Michigan Lunch Cruise

Chicago Premier Lake Michigan Lunch Cruise

star-4
27
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

Chicago River Tiki Bar Cruise from Chicago Riverwalk

Chicago River Tiki Bar Cruise from Chicago Riverwalk

star-4
35
Chicago is well known for its architecture and many visitors admire the buildings on a cruise along the Chicago River. Take your river cruise to the next level aboard a floating tiki bar that allows you to take in all the sights with a drink in hand. Your captain also enhances the atmosphere with island tunes as you enjoy your leisurely sail.
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD30.00
From
USD30.00

4th of July Fireworks! Aboard Chicago's Official Tall Ship Windy!

4th of July Fireworks! Aboard Chicago's Official Tall Ship Windy!

star-5
1
See the sights of Chicago from the water during a 90-minute tall ship sailing tour on Lake Michigan. Sip a complimentary drink as you soak in views of landmarks along the waterfront and the Great Lakes. It's the perfect way to experience the Windy City from a new perspective.
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  • 2 hours
  • Free Cancellation
From
USD139.00
From
USD139.00

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
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Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

star-5
17
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

45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk
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45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk

star-4
45
Enjoy unparalleled views of the Chicago skyline—and glimpse many of the city’s top landmarks—on this architectural boat tour. Pick from multiple convenient departure times, and hop aboard the open-air vessel right off the Chicago Riverwalk. As you trawl the Chicago River, spy skyscrapers and historical marvels from the Willis Tower to the Wrigley Building, and learn all about the Windy City’s world-famous architecture from your guide’s narration.
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  • 45 minutes
  • Free Cancellation
From
USD25.00
From
USD25.00

Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago
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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 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

Filters

What people are saying about Water Tours in Chicago

star-5
Chicago Architecture River Cruise
"We thoroughly enjoyed this tour. The guide was very knowledgeable and fun. My daughter had been on 2 architecture tours before but still enjoyed listening to this guide. I also loved the simplicity and length of this tour. PS: Thanks Chicago for the great weather."..."
star-5
90-Minute Chicago River Architecture Tour
"The history the beautiful weather, all and all pleasant experience. Great accommodations , pleasant staff , prompt and covid safe"..."
star-5
Chicago Sunset Cruise
"The tour guide was entertaining and knowledgeable. The ride was fun, the crew were helpful. It was colder on the water than I expected."..."
star-5
Chicago Lake and River Architecture Tour
"Excellent docent/tour guide. Great experience! We had a great time. It was just just right. Weather cooperates as well."..."
star-5
Best of Chicago Tour
"Jillian was timely, professional, attentive, informative and made us feel like we knew here a long time"..."
star-5
Lake Michigan Sightseeing Cruise
"Had a fabulous time! Te guide was full of energy and it added massively to the experience being wonderful."..."
star-5
Chicago Premier Dinner Cruise on Lake Michigan
"Great time with my wife and friends. Wonderful views of Chicago. If your not expecting the Ritz you will enjoy it."..."
star-5
Chicago Signature Dinner Cruise on Lake Michigan
"Had a fun filled dinner cruise great food and music. Nice size dance floor. Great upper and lower deck experience."..."
star-5
Chicago Lunch Cruise on Lake Michigan
"We loved it. We went as part of our 1 yr anniversary. It was nice and nice weather in Chicago. The water was pretty. Lovely"..."
star-5
Chicago Architecture Center River Cruise aboard Chicago's First Lady
"Ronnie was our docent. Informative, friendly and with a charming Chicago accent. Answered the questions we didn’t know we had. Feel like we got a good sense of what makes Chicago tick on our first trip here."..."
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
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 Fireworks Dinner Cruise with Buffet
"Delightful dinner, still saw fireworks despite the rain. Great music and atmosphere. We would definitely do again and recommend it to couples and families."..."
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
Chicago City Minibus Tour with Optional Architecture River Cruise
"Rick was our AMAZING Guide. Great personality, full of knowledge, great tour! Weather was very nice. Highly recommend!!"..."
star-5
Premier Chicago River Dinner Cruise
"Great food, and staff was more than friendly and professional. Since the minute you arrive to the minute you leave you will be treated very well."..."
star-5
Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions
"Had the perfect weather to do the outdoor things during the day and later at night did the indoor things ! We saved so much money doing the City Pass !!"..."
star-5
Chicago Premier Lake Michigan Lunch Cruise
"Awesome staff, Natalie did amazing. I asked if she could put on a song for my boyfriend and I and she did even though I know we aren’t allowed to dance she did! It was a great time and will definitely do again. Thanks Natalie!"..."
star-5
Chicago River Tiki Bar Cruise from Chicago Riverwalk
"So much fun! Another great experience and Shawn has such a great knowledge about Chicago buildings and things that we've seen while sailing. Thank you !"..."
star-5
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
"Mike was excellent, the boat was large, immaculate and well maintained. Wind was great and we all enjoyed the sail."..."
star-5
45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk
"Tour guide was knowledgeable and full of humor. I would definitely recommend this tour. It was a beautiful night"..."
star-5
Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago
"Highly recommend the sunset cruise. What a great way to view Chicago’s skyline! Friendly, informative Captain helped us decide on must see spots for the rest of our stay. Thank you."..."

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 Water Tours in Chicago?
Q:
What Water Tours in Chicago are 1 hour or less?
Q:
What Water Tours in Chicago are taking additional safety precautions?
Q:
What Water Tours in Chicago are good for avoiding crowds?