Recent Searches
Clear
To limit the spread of the coronavirus, attractions may be closed or have partial closures. Please consult government travel advisories before booking. The WHO is closely monitoring the coronavirus and more information can be found here.

Top Chicago Day Cruises

Category
Filter
Select Dates
Today
Tomorrow




All Experiences

23 Chicago Day Cruises

Sort by:Featured

Did you know?You can reserve your spot today and pay when you're ready.
Learn more
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.
...  More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$39.00 
From  
US$39.00 
Learn More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • 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.
...  More
  • 45 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$23.00 
From  
US$23.00 
Learn More
  • 45 minutes
  • Reserve Now & Pay Later
  • 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 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.
...  More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$74.66 
From  
US$74.66 
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Reserve Now & Pay Later
Secure your must-do activities without being locked in
Chicago Lake and River Architecture TourDay Cruises

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.
...  More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$39.00 
From  
US$39.00 
Learn More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Architecture River CruiseDay Cruises

LIKELY TO SELL OUT

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).
...  More
  • 1 hour
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$41.44 
From  
US$41.44 
Learn More
  • 1 hour
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Architectural River CruiseDay Cruises

LIKELY TO SELL OUT

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.
...  More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$49.28 
From  
US$49.28 
Learn More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Odyssey Lake Michigan Lunch CruiseDay Cruises

Chicago Odyssey Lake Michigan Lunch Cruise

star-4
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.
...  More
  • 2 hours
From  
US$88.26 
From  
US$88.26 
Learn More
  • 2 hours

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.
...  More
Small group
  • 1 hour 15 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$35.84 
From  
US$35.84 
Learn More
  • 1 hour 15 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Lake Michigan Sightseeing CruiseDay Cruises

LIKELY TO SELL OUT

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
...  More
  • 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$27.25 
From  
US$27.25 
Learn More
  • 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Private Lake Michigan Sailing Charter and Sightseeing Tour of ChicagoDay Cruises

LIKELY TO SELL OUT

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.
...  More
Private experience
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$466.84 
per group
From  
US$466.84 
per group
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

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

LIKELY TO SELL OUT

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.
...  More
Private experience
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$468.31 
per group
From  
US$468.31 
per group
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • 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.
...  More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$101.86 
From  
US$101.86 
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

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

LIKELY TO SELL OUT

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
...  More
Small group
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$117.07 
From  
US$117.07 
Learn More
  • 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.
...  More
  • 3 hours 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$92.95 
From  
US$92.95 
Learn More
  • 3 hours 30 minutes
  • 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.
...  More
  • 1 hour 30 minutes
From  
US$53.25 
From  
US$53.25 
Learn More
  • 1 hour 30 minutes

Chicago Land and River Architecture Tour: Historic South SideDay Cruises

LIKELY TO SELL OUT

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.
...  More
  • 3 hours 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$73.95 
From  
US$73.95 
Learn More
  • 3 hours 30 minutes
  • Reserve Now & Pay Later
  • 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.
...  More
  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$156.26 
From  
US$156.26 
Learn More
  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation

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

LIKELY TO SELL OUT

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.
...  More
Private experience
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$530.43 
per group
From  
US$530.43 
per group
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Lake Michigan Sunset Sail with Breathtaking Views of ChicagoDay Cruises

LIKELY TO SELL OUT

Lake Michigan Sunset Sail with Breathtaking Views of Chicago

There really are no words that can describe the BEAUTY and TRANQUILITY of watching the sun set behind the city while perched on the bow of a sailboat that's quietly making way. We'll just say "MESMERIZING". Join us for this TWO-HOUR, SHARED SAILING TRIP where we’ll take in the BEST VIEWS of Chicago’s spectacular skyline. Our 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 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
...  More
Small group
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$117.07 
From  
US$117.07 
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

PRIVATE Chicago City Mini Bus Tour. TEMPORARY LOW LOW PRICE!Day Cruises

PRIVATE Chicago City Mini Bus Tour. TEMPORARY LOW LOW PRICE!

The only way to travel with Covid 19 in the air. Sanitized vehicles with JUST YOUR GROUP! Don’t miss Chicago’s famous sights and fabulous views on this award-winning private sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its beautiful attractions. Your private tour ensures a more personal experience.  The city tour ends at Millennium Park. If you would like to take the tour at a time other than what is offered, please note in special requests field when booking.
...  More
Private experience
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$200.00 
per group
From  
US$200.00 
per group
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Urban Adventure River and Lake CruiseDay Cruises

Chicago Urban Adventure River and Lake Cruise

star-4.5
See the the Second City from the water with a sightseeing cruise along 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.
...  More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$37.00 
From  
US$37.00 
Learn More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago by Night: 90 Minute River and Lakefront CruiseDay Cruises

Chicago by Night: 90 Minute River and Lakefront Cruise

star-4.5
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.
...  More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$40.00 
From  
US$40.00 
Learn More
  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago 3D Fireworks Cruise on Lake MichiganDay Cruises

Chicago 3D Fireworks Cruise on Lake Michigan

star-4
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.
...  More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$40.00 
From  
US$40.00 
Learn More
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation


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