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26 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
7013
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
  • Free Cancellation
From
$40.33
From
$40.33

90-Minute Chicago River Architecture Tour
Likely to Sell OutLikely to Sell Out

90-Minute Chicago River Architecture Tour

star-4.5
1367
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
$40.00
From
$40.00

Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
562
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
$40.00
From
$40.00

Lake Michigan Sightseeing Cruise
Likely to Sell OutLikely to Sell Out

Lake Michigan Sightseeing Cruise

star-4.5
330
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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  • 30 minutes
  • Free Cancellation
From
$26.16
From
$26.16

45-Minute Chicago River Architecture Tour from Magnificent Mile

45-Minute Chicago River Architecture Tour from Magnificent Mile

star-4.5
145
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
$23.00
From
$23.00

Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
175
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
$40.00
From
$40.00

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
159
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
$158.98
From
$158.98

Chicago Skyline Tall Ship Cruise

Chicago Skyline Tall Ship Cruise

star-4.5
189
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.
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  • 1 hour 15 minutes
From
$44.00
From
$44.00

Chicago Lunch Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Lunch Cruise on Lake Michigan

star-4
84
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
$81.46
From
$81.46

Chicago City Minibus Tour with Optional Architecture River Cruise

Chicago City Minibus Tour with Optional Architecture River Cruise

star-5
453
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
$39.95
From
$39.95

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
218
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
$59.00
From
$59.00

30 Minute Lake Michigan Speedboat Ride

30 Minute Lake Michigan Speedboat Ride

star-4.5
123
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
$34.75
From
$34.75

45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk

45-Minute Chicago Architecture Boat Tour from Chicago Riverwalk

star-4
44
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
$25.00
From
$25.00

Premier Chicago River Architectural Lunch Cruise
Likely to Sell OutLikely to Sell Out

Premier Chicago River Architectural Lunch Cruise

star-4
5
Travel down the Chicago River on an architecture cruise aboard the "Odyssey." As you pass by some of Chicago's most notable buildings, you'll dine on a 3-course lunch with salad, a main course such as chicken, salmon, pasta, or short ribs, and a dessert such as cheesecake or sorbet. Listen to onboard narration about the city's architecture along the way.
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  • 2 hours
From
$97.78
From
$97.78

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

Chicago Sunset Dinner Cruise on Lake Michigan

star-4
137
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
$115.46
From
$115.46

Chicago Fireworks Dinner Cruise with Buffet

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
$158.98
From
$158.98

Chicago Premier Lake Michigan Lunch Cruise

Chicago Premier Lake Michigan Lunch Cruise

star-4
26
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
$90.98
From
$90.98

Chicago Premier Fireworks Dinner Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Premier Fireworks Dinner Cruise on Lake Michigan

star-2.5
23
Set sail on Lake Michigan aboard a luxury yacht for a gourmet dinner cruise with views of the Chicago fireworks display. During the 3-hour cruise, the crew serves a 3-course plated meal with dishes prepared by your onboard chef. You can enjoy the stylish interior of the rooftop lounge, dance to DJ entertainment, or relax and soak in the views of the Chicago skyline.
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  • 3 hours
From
$179.38
From
$179.38

Premier Chicago River Dinner Cruise
Likely to Sell OutLikely to Sell Out

Premier Chicago River Dinner Cruise

star-3.5
17
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
$172.58
From
$172.58

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

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
$427.28
per group
From
$427.28
per group

Half-Day Small-Group Chicago Highlights Tour with Pick Up

Half-Day Small-Group Chicago Highlights Tour with Pick Up

star-4.5
15
This Tour is the quickest, best way to explore a place that you are visiting for the first time, we take you to all the hot spots in the city in less than a day. We take care of everything for you, from picking you up at your hotel, to making reservations, parking, helping you with photos, all the way to dropping you off back where you started. zero worries and 100 percent enjoyment.
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  • 4 hours 30 minutes
  • Free Cancellation
From
$198.00
From
$198.00

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
$427.28
per group
From
$427.28
per group

Chicago Premier Lake Michigan Brunch Cruise

Chicago Premier Lake Michigan Brunch Cruise

star-4.5
11
Enjoy waterfront views of downtown Chicago on a 2-hour brunch cruise through the heart of the city. Board a luxurious yacht at Navy Pier then relax on deck with a complementary mimosa. Find a comfortable spot on the three climate-controlled observation decks, and enjoy a sumptuous buffet while the onboard DJ spins a leisurely afternoon playlist. Capture unforgettable images of downtown skyscrapers and architectural landmarks as you navigate along the historic shoreline, then loop back and finish your outing at the bustling Navy Pier.
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  • 2 hours
  • Free Cancellation
From
$111.38
From
$111.38

Private Sightseeing Cruise in Chicago

Private Sightseeing Cruise in Chicago

star-5
2
See Chicago the way it was meant to be viewed, from the water on a private Italian yacht. Instead of being packed in with strangers, you'll have the entire 46-foot (14-meter) vessel to yourself, including two state rooms, a full kitchen, a living room, and several sun pads. A dedicated captain takes you to some of the best skyline viewpoints and shoreline hotspots like Pier 31 and the Chicago Play Pen during this luxury, customized voyage.
More
  • 3 hours
  • Free Cancellation
From
$1,800.00
per group
From
$1,800.00
per group

Filters

What people are saying about Water Tours in Chicago

star-5
Chicago Architecture River Cruise
"The whole trip was FANTASTIC! The tour guide had tons of great history to tell and did an AMAZING JOB!!!"..."
star-5
90-Minute Chicago River Architecture Tour
"The view of buildings from the river was amazing!! The narration gave us so much information! We enjoyed it very much!"..."
star-5
Chicago Lake and River Architecture Tour
"Tour guide was very knowledgeable and gave good information. Experiencing the lock was very interesting."..."
star-5
Lake Michigan Sightseeing Cruise
"Great tour - excellent views and narration by operator. Also did the river architecture tour and would recommend both."..."
star-5
45-Minute Chicago River Architecture Tour from Magnificent Mile
"Beautiful tour lots of great information. Able to just relax and enjoy or can listen to the history."..."
star-5
Chicago Sunset Cruise
"The waves coming up over the side onto the boat’s windows!!! Very exciting ! Next time I will do this in the summer!"..."
star-5
Chicago Premier Dinner Cruise on Lake Michigan
"What was most memorable to me is my two teenage grandchildren who were with us, this was their first experience on a dinner cruise. We were celebrating my daughter, their mothers birthday. The food was absolutely delicious."..."
star-5
Chicago Skyline Tall Ship Cruise
"Raising the sails and just being on a sail boat. Very fun, crew was very fun and nice. I would do it again."..."
star-5
Chicago Lunch Cruise on Lake Michigan
"The view and the guest on our trip made for a great experience. I would recommend this trip to anyone looking for something to do."..."
star-5
Chicago City Minibus Tour with Optional Architecture River Cruise
"Great van, great tour guide, great group! Saw so much in so short a time. Photo pops laid back and ample. Commentary knowledgeable. Wonderful!"..."
star-5
Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions
"My grandson and I had an amazing quality time at the Willis tower and Navy Pier. Met wonderful people and the day lasted to enjoy all the rides and activities. A memorable time for sure !!!"..."
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
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
Premier Chicago River Architectural Lunch Cruise
"Friendly staff, great food, relaxing atmosphere, beautiful views and awesome experience. I absolutely loved it!"..."
star-5
Chicago Sunset Dinner Cruise on Lake Michigan
"The food was deliscoius and the scenic views of the city were amazing. The crew was very friendly and the boat was very clean."..."
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
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
Premier Chicago River Dinner Cruise
"The cruise was exciting and the staff PHENOMENAL! We had a GREAT time! Chicago is SPECTACULAR and so was the ODYSSEY!"..."
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
Half-Day Small-Group Chicago Highlights Tour with Pick Up
"Willis Tower & Architectural River Cruise Tours were my favorites! Tour Guides seemed very knowledgeable! Awesome!"..."
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."..."
star-5
Chicago Premier Lake Michigan Brunch Cruise
"I loved it. Everything was great! My daughter koved it. Would do it again when time permited me and my family"..."
star-5
Private Sightseeing Cruise in Chicago
"Great service, communication, and the boat was spectacular. Felt like I was in an episode of “Below Deck” with the crews organization."..."

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?