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Top Illinois Cruises, Sailing & Water Tours

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

Day Cruises

Chicago Architecture River Cruise

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 the Aon Center, 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  
US$41,44
From  
US$41,44
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  • 1 hour
  • Free Cancellation

Viator VIP Tours

Viator VIP: Willis Tower Skydeck Early Access, Trolley City Tour and Chicago River Cruise

See Chicago from several angles, including the 103rd floor of Willis (Sears) Tower, where you have early access to the Skydeck. This Viator VIP package — available nowhere else — provides a crowd-free morning overlooking city landmarks from glass-enclosed balconies. Follow up your vista with a 2-hour narrated trolley tour past Grant Park, the John Hancock Center, the Wrigley Building and more. Finish with an afternoon cruise on the Chicago River and enjoy a complimentary drink as you discover the city's distinctive skyscrapers from an architecture-savvy guide.
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  • 6 hours
  • Free Cancellation
From  
US$124,00
From  
US$124,00
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  • 6 hours
  • Free Cancellation

Day Cruises

Chicago Architectural River Cruise

See the towers, piers and iconic landmarks along the Chicago River on an architectural tour through the heart of the city. Enjoy complimentary refreshments on deck as you cruise down the historic waterway, while listening to fun stories and facts throughout the tour. Spot gargoyles that keep watch high above the city, and buildings that range from Neoclassical to Art Deco. Take in over fifty sites from Lake Point Tower to the Navy Pier, and see the Second City from the water.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$49,28
From  
US$49,28
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  • 1 hour 30 minutes
  • Free Cancellation

Dinner Cruises

Spirit of Chicago Sunset Dinner Cruise with Buffet

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
  • Free Cancellation
From  
US$108,66
From  
US$108,66
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  • 3 hours
  • Free Cancellation

Day Cruises

Chicago City Minibus Tour with Optional Architecture River Cruise

Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus with a small group of twelve people or less. This ensures an intimate touring experience as you enjoy downtown and some North side neighborhoods. You will have a chance to get out and visit several locations such as the 1888 skyscraper called The Rookery, with its Frank Lloyd Wright designed lobby and the unparalleled skyline views from Museum Campus. Listen as your guide talks about the historical and cultural factors that make Chicago unique. The city tour ends at Millennium Park, home of the famous Cloud Gate sculpture, commonly referred to as "the bean."  Opt to upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture. Pick-ups from most downtown Chicago hotels are included.
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  • 2 hours
  • Free Cancellation
From  
US$37,50
From  
US$37,50
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  • 2 hours
  • Free Cancellation

Sightseeing Passes

Go Chicago Explorer Pass with SkyDeck and 360 Chicago

This is the easiest and most affordable way to explore some of Chicago's top attractions at your own pace. The Chicago Explorer Pass, valid for 30 days after first use, provides admission to your choice of three, four or five attractions, tours or activities that will save you up to 42 percent on regular ticket prices. Create your own sightseeing itinerary by choosing from among over 25 top sites and things to do, including Lincoln Park Zoo, Navy Pier and and LEGOLAND Discovery Center.
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  • 2 to 24 hours
From  
US$81,00
From  
US$81,00
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  • 2 to 24 hours

Water Tours

Chicago Architecture Fireworks Cruise

Take advantage of a rare chance to experience Chicago’s illuminated skyline beneath a fantastic fireworks display. This 90-minute cruise, offered on Wednesday and Saturday evenings all summer, takes you past more than 40 significant works of architecture like the Wrigley Building, Chicago Tribune Tower, John Hancock Center, and more. Your expert guide shares each building’s story, and the cruise concludes with a stunning view of the fireworks from Navy Pier.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$42,56
From  
US$42,56
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  • 1 hour 30 minutes
  • Free Cancellation

Day Cruises

Chicago River Boat Architecture Tour

Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, daring, and historical architectural pursuits, it’s hard to cover all of the design and building treasures that make up the Windy City today. If you’re ready to learning more about the designs, people, and innovations behind these creations, throw on your captains hat and get ready to cruise along the Chicago River and see what architects from around the world travel to see in Chicago.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$48,00
From  
US$48,00
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  • 1 hour 30 minutes
  • Free Cancellation

Day Cruises

Lake Michigan Sightseeing Cruise

Take in superlative-worthy views of the beautiful Chicago lakefront and its many landmarks during this 40-minute Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's iconic 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, along or grab a drink at the on-board bar, during your ride.
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  • 40 minutes
  • Free Cancellation
From  
US$25,76
From  
US$25,76
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  • 40 minutes
  • Free Cancellation

Dinner Cruises

Chicago Odyssey Fireworks Dinner Cruise

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
  • Free Cancellation
From  
US$169,86
From  
US$169,86
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  • 3 hours
  • Free Cancellation

Day Cruises

Chicago Urban Adventure River and Lake Cruise

See the the Second City from the water with a 1.5-hour cruise on 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  
US$36,00
From  
US$36,00
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  • 1 hour 30 minutes
  • Free Cancellation

Day Cruises

NEW TO VIATOR

Chicago River Architecture Tour

Discover the architectural gems of the Windy City from an ideal vantage point on a 75-minute 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 15 minutes
  • Free Cancellation
From  
US$39,00
From  
US$39,00
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  • 1 hour 15 minutes
  • Free Cancellation

Dinner Cruises

Chicago Odyssey Dinner Cruise

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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  • 3 hours
  • Free Cancellation
From  
US$108,66
From  
US$108,66
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  • 3 hours
  • Free Cancellation

Day Cruises

NEW TO VIATOR

Chicago Lake and River Architecture Tour

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  
US$39,00
From  
US$39,00
Learn More
  • 1 hour 30 minutes
  • Free Cancellation

Dinner Cruises

Spirit of Chicago Fireworks Dinner Cruise with Buffet

Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier, Soldier Field and more while you dine on a lavish, all-you-can-eat buffet! See spectacular views of the Chicago skyline and a live DJ spinning your favorite songs. In the summer months, enjoy a breathtaking fireworks display.
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  • 3 hours
  • Free Cancellation
From  
US$149,46
From  
US$149,46
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  • 3 hours
  • Free Cancellation

Lunch Cruises

Chicago Odyssey Lake Michigan Lunch Cruise

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  
US$88,26
From  
US$88,26
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  • 2 hours

Day Cruises

Chicago Architecture Center River Cruise aboard Chicago's First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago. No visit to Chicago is complete without experiencing this award winning tour, so accept no substitutes.
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  • 1 hour 30 minutes
From  
US$47,00
From  
US$47,00
Learn More
  • 1 hour 30 minutes

Lunch Cruises

Spirit of Chicago Lunch Cruise with Buffet

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 two-hour cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a deejay, games, and a dance floor to keep your group entertained.
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  • 2 hours
  • Free Cancellation
From  
US$74,66
From  
US$74,66
Learn More
  • 2 hours
  • Free Cancellation

Jet Boats & Speed Boats

Lake Michigan and Chicago River Architecture Cruise by Speedboat

Discover Chicago's world-renowned architecture during this 75-minute tour. Board a comfortable river boat for a cruise on the Chicago River, viewing landmarks like the Willis Tower and the Tribune Tower while listening to engaging commentary from your guide. Then board a speedboat for an exciting ride up the shore of Lake Michigan for views of Grant Park, the Chicago Harbor and the Museum Campus.
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  • 1 hour 15 minutes
  • Free Cancellation
From  
US$48,65
From  
US$48,65
Learn More
  • 1 hour 15 minutes
  • Free Cancellation

Night Cruises

Lake Michigan Sightseeing Fireworks Cruise

If you’re visiting Chicago during summer, this Lake Michigan cruise is a family-friendly activity that all ages can enjoy. Board a spacious vessel and learn about about Chicago’s colorful history and architectural history. Relax with a drink from the onboard cash bar and take in panoramic views of the skyline to one side and expansive blue waters on the other. The ride culminates with an impressive fireworks display over Navy Pier.
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  • 1 hour
  • Free Cancellation
From  
US$31,36
From  
US$31,36
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  • 1 hour
  • Free Cancellation

4WD, ATV & Off-Road Tours

NEW TO VIATOR

Private 2-hour boat rental aboard New York Style for 8 people ~ Free pizza!

Rent with us and you can take a private, self-guided cruise along the Chicago River where you’re the captain! No strangers tag along. It’s just you, kicking back with some good friends, great food and awesome views! All cruises come with free pizza that you cook on the boat's special pizza grill.
...  More
  • 2 hours
  • Free Cancellation
From  
US$279,00
From  
US$279,00
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  • 2 hours
  • Free Cancellation

Night Cruises

Private Navy Pier Fireworks Sail in Chicago

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.
...  More
  • 2 hours
  • Free Cancellation
From  
US$445,76
From  
US$445,76
Learn More
  • 2 hours
  • Free Cancellation

Beer & Brewery Tours

NEW TO VIATOR

Chicago River Cruise

See Chicago the Island Party way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax an enjoy a beverage. Have questions about buildings? Our helpful staff will be happy to answer questions.
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  • 1 hour 15 minutes
  • Free Cancellation
From  
US$30,00
From  
US$30,00
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  • 1 hour 15 minutes
  • Free Cancellation

Kid Friendly Tours & Activities

NEW TO VIATOR

Chicago Water Taxi Riverwalk Fireworks Cruise

Get the best possible views of Chicago's summertime fireworks from the deck of a boat. Embark on an evening cruise from the Riverwalk down the main branch of the Chicago River, enjoying views of the city's architectural gems. When darkness falls, sit back and enjoy the light show. Beverages are available for purchase from the cash bar on board.
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  • 60 to 75 minutes
  • Free Cancellation
From  
US$19,00
From  
US$19,00
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  • 60 to 75 minutes
  • Free Cancellation


Book online or call
(888) 651-9785
(888) 651-9785