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Top Chicago Boat Tours

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36 Chicago Boat Tours

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Did you know?
You can reserve your spot today and pay when you're ready.Learn more

90-min Chicago River Architecture TourDay Cruises

90-min Chicago River Architecture Tour

star-5
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
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  • Free Cancellation
From  
USD39.00 
From  
USD39.00 
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  • 1 hour 30 minutes
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  • Free Cancellation

45-min Chicago River Architecture TourDay Cruises

45-min Chicago River Architecture Tour

star-5
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
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  • Free Cancellation
From  
USD23.00 
From  
USD23.00 
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  • 45 minutes
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  • Free Cancellation

Spirit of Chicago Lunch Cruise with BuffetDay Cruises

Spirit of Chicago Lunch Cruise with Buffet

star-4.5
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
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  • Free Cancellation
From  
USD74.66 
From  
USD74.66 
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  • 2 hours
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  • Free Cancellation

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Chicago Architecture River CruiseDay Cruises

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Chicago Architecture River Cruise

star-5
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
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  • Free Cancellation
From  
USD41.44 
From  
USD41.44 
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  • 1 hour
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  • Free Cancellation

Chicago Architecture Fireworks CruiseNight Cruises

Chicago Architecture Fireworks Cruise

star-4.5
Take advantage of a rare chance to experience Chicago’s illuminated skyline beneath a fantastic fireworks display. This summer evening cruise (available on selected nights), 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
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  • Free Cancellation
From  
USD45.40 
From  
USD45.40 
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  • 1 hour 30 minutes
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  • Free Cancellation

Chicago Lake and River Architecture TourDay Cruises

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Chicago Lake and River Architecture Tour

star-4.5
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
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  • Free Cancellation
From  
USD39.00 
From  
USD39.00 
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  • 1 hour 30 minutes
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  • Free Cancellation

Chicago Architectural River CruiseDay Cruises

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Chicago Architectural River Cruise

star-4.5
See the towers, piers and iconic landmarks along the Chicago River on an architectural cruise 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
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  • Free Cancellation
From  
USD49.28 
From  
USD49.28 
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  • 1 hour 30 minutes
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  • Free Cancellation

Lake Michigan Speedboat RideJet Boats & Speed Boats

Lake Michigan Speedboat Ride

star-4.5
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
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  • Free Cancellation
From  
USD32.40 
From  
USD32.40 
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  • 30 minutes
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  • Free Cancellation

Lake Michigan and Chicago River Architecture Cruise by SpeedboatJet Boats & Speed Boats

Lake Michigan and Chicago River Architecture Cruise by Speedboat

star-4.5
Discover Chicago's world-renowned architecture during this sightseeing cruise. Board a comfortable riverboat 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
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  • Free Cancellation
From  
USD49.82 
From  
USD49.82 
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  • 1 hour 15 minutes
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  • Free Cancellation

Chicago City Minibus Tour with Optional Architecture River CruiseBus Tours

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Chicago City Minibus Tour with Optional Architecture River Cruise

star-4.5
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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Small group
  • 2 to 4 hours
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  • Free Cancellation
From  
USD39.45 
From  
USD39.45 
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  • 2 to 4 hours
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  • Free Cancellation

VIP: Architectural River Cruise and Chicago Helicopter TourLuxury Tours

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VIP: Architectural River Cruise and Chicago Helicopter Tour

star-4.5
Experience Chicago from the air and the water on this two-part tour that features a river cruise and a helicopter ride above the city. First, take a cruise down the Chicago River to learn about the architectural history of the town. Then, board a state-of-the-art helicopter and fly above the skyline. Both tours are fully narrated and pass landmarks including Navy Pier, Wrigley Field, Soldier Field, the John Hancock Center, Willis Tower, and more.
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Small group
  • 15 minutes to 1 hour 30 minutes
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  • Free Cancellation
From  
USD195.00 
From  
USD195.00 
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  • 15 minutes to 1 hour 30 minutes
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  • Free Cancellation

Lake Michigan Sightseeing CruiseDay Cruises

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Lake Michigan Sightseeing Cruise

star-4.5
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 or grab a drink at the onboard bar, during your ride. Please note: This cruise is only 30 minutes during fall and winter
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  • 30 minutes
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  • Free Cancellation
From  
USD27.25 
From  
USD27.25 
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  • 30 minutes
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  • Free Cancellation

Odyssey Chicago River Architectural Lunch CruiseDay Cruises

Odyssey Chicago River Architectural Lunch Cruise

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
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  • Free Cancellation
From  
USD101.86 
From  
USD101.86 
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  • 2 hours
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  • Free Cancellation

Chicago Skyline Sightseeing CruiseDay Cruises

Chicago Skyline Sightseeing Cruise

star-5
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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Small group
  • 1 hour 15 minutes
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  • Free Cancellation
From  
USD35.84 
From  
USD35.84 
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  • 1 hour 15 minutes
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  • Free Cancellation

Private Sunset Sail on Lake Michigan with Breathtaking Views of ChicagoDay Cruises

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Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago

star-5
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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Private experience
  • 2 hours
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  • Free Cancellation
From  
USD468.31 
per group
From  
USD468.31 
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  • 2 hours
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  • Free Cancellation

Private Evening Sail in Chicago Ending with the Spectacular Navy Pier FireworksDay Cruises

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Private Evening Sail in Chicago Ending with the Spectacular Navy Pier Fireworks

star-5
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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Private experience
  • 2 hours
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  • Free Cancellation
From  
USD530.43 
per group
From  
USD530.43 
per group
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  • 2 hours
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  • Free Cancellation

Private Lake Michigan Sailing Charter and Sightseeing Tour of ChicagoDay Cruises

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Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

star-5
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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Private experience
  • 2 hours
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  • Free Cancellation
From  
USD466.84 
per group
From  
USD466.84 
per group
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Land and River Architecture Tour: North and South ShoresDay Cruises

Chicago Land and River Architecture Tour: North and South Shores

star-4.5
Whether you’re short on time or want to orient yourself to Chicago, a 3.5-hour land and river tour is the perfect option. The comprehensive itinerary takes you through both the North and South sides. Listen as your guide tells insider stories about the people who shaped the city. After the land tour, rest your feet and see the city from a unique vantage point during a 90-minute river cruise.
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  • 3 hours 30 minutes
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  • Free Cancellation
From  
USD92.95 
From  
USD92.95 
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  • 3 hours 30 minutes
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  • Free Cancellation

Spirit of Chicago Fireworks Dinner Cruise with BuffetDay Cruises

Spirit of Chicago Fireworks Dinner Cruise with Buffet

star-4.5
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
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  • Free Cancellation
From  
USD156.26 
From  
USD156.26 
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  • 3 hours
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  • Free Cancellation

Chicago Fireworks CruiseLuxury Tours

Chicago Fireworks Cruise

star-3.5
Step on board a cruise boat bound for the waters of Lake Michigan, enjoying the sunset from the boat deck. Step up to the cash bar for drinks and snacks and find a place on board for a view of the epic fireworks display. A boat on the lake is the best place for catching the full fireworks spectacle and making great photos and videos.
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  • 2 hours to 2 hours 30 minutes
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  • Free Cancellation
From  
USD39.00 
From  
USD39.00 
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  • 2 hours to 2 hours 30 minutes
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  • Free Cancellation

Private Weekend Sailing CharterSailing Trips

Private Weekend Sailing Charter

star-5
Benefit from the flexibility of a private tour on a full-day excursion to attractions around Bali. Visit traditional villages and natural attractions such as Tegenungan waterfall and Mount Batur. Stop at a coffee plantation and Tegalalang village, which overlooks a hillside with rice terraces. Includes lunch, and transportation by air-conditioned vehicle.
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Private experience
  • 2 hours
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  • Free Cancellation
From  
USD450.00 
per group
From  
USD450.00 
per group
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Land and River Architecture Tour: Historic South SideDay Cruises

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Chicago Land and River Architecture Tour: Historic South Side

star-4
See the architecture of Chicago's South Side by both land and on a Chicago River boat tour. Traveling south of the Loop along Michigan Avenue and South Lake Shore Drive, you'll pass by sights such as the Art Institute of Chicago, University of Chicago, Jackson Park, the Museum of Science and Industry, Museum Campus, Buckingham Fountain, and former President Obama's home.
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  • 3 hours 30 minutes
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  • Free Cancellation
From  
USD73.95 
From  
USD73.95 
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  • 3 hours 30 minutes
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  • Free Cancellation

Lake Michigan Sailing Excursion and Sightseeing Tour of the Chicago SkylineDay Cruises

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Lake Michigan Sailing Excursion and Sightseeing Tour of the Chicago Skyline

Want to get away from the crowds and see the BEST views of the Chicago? Then you need to come sailing and experience Chicago from the water! Join us for this TWO-HOUR, SEMI-PRIVATE, SHARED SAILING TRIP on Lake Michigan where we’ll sail along the lakefront and take in Chicago’s spectacular skyline. Our SEMI-PRIVATE, SHARED SAILING TRIPS allow a more engaging and personal sailing experience than that of a huge dinner cruise or tour boat filled with strangers. Yes, you may be sailing with a few people that you don’t know. That’s the SHARED part of it. But with a maximum capacity of ONLY 6 passengers, our sailboats provide a more intimate setting. On our sailboats you’re free to engage the captain in casual conversation and even take part in the actual sailing if you so desire. Rest assured, our professional captains will always be there to ensure a safe and enjoyable sailing experience for all. Come Sailing - Chicago’s Premier Sailing Experience and Private Sailing Charter
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Small group
  • 2 hours
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  • Free Cancellation
From  
USD117.07 
From  
USD117.07 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Architecture Center River Cruise aboard Chicago's First LadyDay Cruises

Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
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  
USD53.25 
From  
USD53.25 
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  • 1 hour 30 minutes


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