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Cruises and boat trips in Chicago

See a destination from the water, whether you want a short sightseeing trip or a longer outing. A transport ticket, sightseeing cruise and dining cruise are different products, so compare their routes and inclusions.

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Plan your Chicago experience

Chicago offers a rewarding mix of riverfront architecture, lake views and museums. Build a day around one booked visit, with time to explore the Loop or the lakeshore at your own pace.

Architectural boat tours and sightseeing cruises are not necessarily the same experience. Compare the route and commentary, and check whether an observation ticket covers a particular entry period or additional viewing area.

Dress for conditions near the water and check the departure dock. When combining a museum with an evening activity, leave time to cross the city and find the correct entrance.

Compare experiences and ticket options

A selection of listed experiences. Starting prices may vary by date and ticket type. Check your chosen option for current availability and final pricing.

Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise

Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise

Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise

Listed duration: 90 minutes

About this experience and booking advice

Lake Michigan & Chicago River Night Sightseeing Cruise Experience Chicago's world-famous skyline as twilight transforms the city into a glittering spectacle on this 90-minute evening cruise. You'll glide along both the Chicago River and Lake Michigan, taking in panoramic views of the city's architectural marvels under the cover of darkness. An expert guide provides live English commentary, sharing stories about Chicago's most notable skyscrapers and their place in the city's rich architectural history. The cruise seamlessly transitions from the intimate Chicago River, where you'll pass under historic bridges and see buildings up close, to the expansive waters of Lake Michigan for sweeping skyline views. Highlights include Buckingham Fountain's evening light display, views of some of America's tallest skyscrapers, and photo opportunities from unique vantage points on the water. Whether you're discovering Chicago for the first time or seeing your city from a fresh perspective, this evening cruise offers memorable moments as the city lights reflect off the water. What is Included 90-minute night cruise along the Chicago River and Lake Michigan Live narration in English Good to Know The cruise lasts 90 minutes and includes live English commentary throughout. Arrive at least 15 minutes before departure for smooth check-in. Bring a valid photo ID and dress in comfortable layers for the cooler evening breeze on the water. The cruise is not wheelchair accessible. Don't forget your camera to capture the illuminated skyline from these unique water-level perspectives. After your evening on the water, you might want to explore more of Chicago's architectural wonders with a Chicago architecture walking tour to see the buildings up close during daylight hours. For those interested in experiencing more of the city's waterfront attractions, consider visiting Navy Pier attractions to continue your Chicago adventure.

Planning your visit to Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise

Choose your date and participant options for Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise before comparing the final price. Allow at least the listed 90 minutes for the experience, plus time for arrival and onward travel.

Can I cancel Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise?

Cancel for free until 24 hours before your visit date and get a full refund. Rescheduling is possible until 24 hours before your visit.

What is included in my ticket?

Review the inclusions and exclusions for the exact Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise option you select. Do not assume that transport, meals or additional venue access are included unless stated.

90-min Scenic Sunset Lake Michigan Cruise by Wendella

90-min Scenic Sunset Lake Michigan Cruise by Wendella

90-min Scenic Sunset Lake Michigan Cruise

Wendella Tours & Cruises

Listed duration: 90 minutes

About this experience and booking advice

90-Minute Scenic Sunset Lake Michigan Cruise Experience Chicago's skyline from the water with this 90-minute evening cruise along Lake Michigan and the Chicago River. The tour departs from downtown and offers prime views of the city's famous architecture as the sun sets behind the buildings. You'll cruise beneath historic bridges and along the waterfront, watching the city transform from day to night. The cruise features both climate-controlled indoor seating and open-air upper decks, so you can stay comfortable regardless of the weather. Light narration from your guide highlights the stories behind Chicago's landmarks and architectural highlights as you sail. It's an ideal way to see the city from a different perspective while enjoying the peaceful evening atmosphere on the water. What is Included 90-minute cruise on Lake Michigan and Chicago River Views of Chicago's skyline and landmarks Climate-controlled indoor cabin Access to open-air upper decks Light commentary from onboard guide Good to Know The cruise lasts 90 minutes and boards 15-30 minutes before departure time. Arrive early to ensure a smooth boarding process. Outside food and alcohol are not permitted, but snacks are available for purchase onboard using card payment only. Bring weather-appropriate clothing and consider an extra layer for cooler evenings on the water. All bags may be inspected before boarding, and valid photo ID may be required at check-in. The cruise welcomes families with children, though young ones should be supervised at all times. If you're planning to explore more of Chicago's attractions, consider pairing your cruise with Chicago architecture walking tours to learn more about the buildings you'll see from the water. For those interested in the city's history, Chicago History Museum tickets offer deeper insights into the stories behind the landmarks you'll cruise past during your evening on Lake Michigan.

Planning your visit to Wendella Tours & Cruises

Choose your date and participant options for 90-min Scenic Sunset Lake Michigan Cruise by Wendella before comparing the final price. Allow at least the listed 90 minutes for the experience, plus time for arrival and onward travel.

Listed venue address: 400 N Michigan Ave. Check your ticket for the exact entrance or meeting point.

Can I cancel 90-min Scenic Sunset Lake Michigan Cruise by Wendella?

Free cancellation up to 24 hours before the start of your experience. Within 24 hours of the start, the booking cannot be cancelled.

What is included in my ticket?

Review the inclusions and exclusions for the exact 90-min Scenic Sunset Lake Michigan Cruise by Wendella option you select. Do not assume that transport, meals or additional venue access are included unless stated.

90-min Chicago River and Lake Michigan Architecture Cruise by Wendella

90-min Chicago River and Lake Michigan Architecture Cruise by Wendella

90-min Chicago River and Lake Michigan Architecture Cruise

Wendella Tours & Cruises

Listed duration: 90 minutes

About this experience and booking advice

90-min Chicago River and Lake Michigan Architecture Cruise This comprehensive architecture cruise takes you through Chicago's most spectacular waterways, combining the intimate experience of the Chicago River with the grand panoramic views from Lake Michigan. You'll glide past legendary structures like the Tribune Tower and Wrigley Building while expert guides share stories about the city's remarkable transformation after the Great Chicago Fire. The tour showcases both historic gems and modern marvels, including Willis Tower and the striking Aqua Tower. What sets this cruise apart is its route onto Lake Michigan, where you gain unobstructed views of Chicago's entire skyline. The transition from the narrow river channels to the open lake provides a dramatic perspective shift that reveals the city's architectural grandeur in full scale. Your knowledgeable guide delivers engaging commentary about the engineering achievements and creative vision that shaped Chicago into a global leader in urban design. What is Included 90-minute guided architecture cruise Expert commentary on Chicago's architectural history and landmarks Views of the Chicago River and Lake Michigan Indoor climate-controlled seating option Outdoor deck access for photography Onboard restroom facilities Good to Know The cruise lasts 90 minutes and operates in most weather conditions, with comfortable indoor seating available during rain or cold weather. Arrive at the Wendella departure point at least 15 minutes before boarding time and bring a government-issued photo ID for check-in. The boat is wheelchair and stroller accessible, making it suitable for visitors with mobility needs. Both indoor and outdoor seating options are available, so you can choose climate-controlled comfort or fresh air with unobstructed views for photography. Dress appropriately for the season, especially if you plan to spend time on the outdoor decks. Outside food and beverages may not be permitted, so check with staff before arrival. For those looking to explore more of Chicago's attractions, consider combining your cruise with a visit to Skydeck Chicago for aerial views of the same skyline you'll see from the water. History enthusiasts might also enjoy Chicago's gangster and ghost walking tour to discover the darker side of the city's past that shaped its rebuilding efforts.

Planning your visit to Wendella Tours & Cruises

Choose your date and participant options for 90-min Chicago River and Lake Michigan Architecture Cruise by Wendella before comparing the final price. Allow at least the listed 90 minutes for the experience, plus time for arrival and onward travel.

Listed venue address: 400 N Michigan Ave. Check your ticket for the exact entrance or meeting point.

Can I cancel 90-min Chicago River and Lake Michigan Architecture Cruise by Wendella?

Free cancellation up to 24 hours before the start of your experience. Within 24 hours of the start, the booking cannot be cancelled.

What is included in my ticket?

Review the inclusions and exclusions for the exact 90-min Chicago River and Lake Michigan Architecture Cruise by Wendella option you select. Do not assume that transport, meals or additional venue access are included unless stated.

Lake Michigan & Chicago River: 75 Minute Speedboat Cruise

Lake Michigan & Chicago River: 75 Minute Speedboat Cruise

Lake Michigan & Chicago River: 75 Minute Speedboat Cruise

Listed duration: 75 minutes

About this experience and booking advice

Lake Michigan & Chicago River: 75 Minute Speedboat Cruise This 75-minute speedboat adventure delivers two distinct Chicago experiences in one tour. You'll start with an architectural cruise along the Chicago River, then transition to the open waters of Lake Michigan for a high-speed thrill ride. Departing from Navy Pier, this combination tour offers the only way to see Chicago's famous skyline from both the historic river and the vast lake waters. The tour begins with a leisurely glide along the Chicago River, where live commentary highlights architectural landmarks including the Willis Tower and Tribune Tower. You'll learn about the evolution of Chicago's skyline whilst enjoying unobstructed panoramic views from the open seating areas. The boat then moves through the Chicago River Locks system onto Lake Michigan, where the pace picks up considerably for an adrenaline-filled speedboat experience with stunning lakefront views stretching to the horizon. What sets this cruise apart is its dual nature. Most Chicago architecture boat tours stick to the river, but this experience adds the excitement of Lake Michigan's open waters. The contrast between the educational river portion and the thrilling lake segment creates a well-rounded adventure suitable for all ages. What is Included 75-minute speedboat cruise covering both Chicago River and Lake Michigan Live commentary about Chicago's architecture and history Open seating with panoramic views Onboard restrooms and shaded seating areas Pet-friendly environment (well-behaved dogs on leash welcome) BYOB policy for non-glass containers Good to Know The cruise lasts approximately 75 minutes and departs from Navy Pier. Arrive at least 15 minutes before departure time for smooth boarding. The boat is wheelchair accessible and welcomes families with children, though all children must be supervised by adults at all times. You can bring your own food and drinks aboard, but only non-glass containers are permitted for beverages. The tour operates in various weather conditions, so check the forecast and dress appropriately. Bring sunglasses and a camera to capture the skyline views from both waterways. If you're looking to explore more of Chicago's waterfront attractions, consider combining your speedboat adventure with other Navy Pier activities or perhaps an evening Chicago sunset dinner cruise for a different perspective of the city's stunning architecture.

Planning your visit to Lake Michigan & Chicago River: 75 Minute Speedboat Cruise

Choose your date and participant options for Lake Michigan & Chicago River: 75 Minute Speedboat Cruise before comparing the final price. Allow at least the listed 75 minutes for the experience, plus time for arrival and onward travel.

Can I cancel Lake Michigan & Chicago River: 75 Minute Speedboat Cruise?

Cancel for free until 24 hours before your visit date and get a full refund. Rescheduling is possible until 24 hours before your visit.

What is included in my ticket?

Review the inclusions and exclusions for the exact Lake Michigan & Chicago River: 75 Minute Speedboat Cruise option you select. Do not assume that transport, meals or additional venue access are included unless stated.

Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch

Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch

Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch

Listed duration: 120 minutes

About this experience and booking advice

Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch This 2-hour sightseeing cruise takes you along Chicago's Lake Michigan shoreline for spectacular views of the city's famous skyline. You'll board a spacious vessel and cruise the pristine waters whilst taking in Chicago's legendary architecture from a unique water-level perspective. The boat features both climate-controlled indoor areas and open-air rooftop decks, so you stay comfortable whatever the weather. Your cruise includes a buffet lunch with a selection of dishes to suit all tastes. A live DJ provides the soundtrack throughout your journey, creating a relaxed atmosphere as the city's sights drift by. The vessel's panoramic windows and outdoor deck spaces offer perfect photo opportunities of Chicago's famous landmarks from the water. Whether you're celebrating a special occasion or simply want to see Chicago from a different angle, this cruise offers a leisurely way to experience the city. The wheelchair-accessible vessel welcomes families, couples and groups for a comfortable dining experience on Lake Michigan. What is Included 2-hour sightseeing cruise on Lake Michigan Buffet lunch with selection of dishes Complimentary coffee, hot tea and iced tea Live DJ entertainment Access to climate-controlled indoor areas Access to open-air rooftop decks Bottomless mimosas (brunch cruises only) Good to Know The cruise duration is 2 hours. Arrive 15-30 minutes early for boarding to ensure you don't miss departure. The vessel is wheelchair accessible with crew assistance available as needed. Bring a valid photo ID if you wish to purchase alcoholic beverages from the onboard bar. Note that bottomless mimosas are only included on brunch cruises, not regular lunch cruises. Families and guests of all ages are welcome aboard. The boat offers both indoor climate-controlled lounges and outdoor deck areas, so you can enjoy the experience regardless of weather conditions. If you're looking for more ways to explore Chicago's skyline, consider the Chicago Architecture Foundation River Cruise for an in-depth look at the city's famous buildings. For evening entertainment, the Chicago Dinner Cruise on Lake Michigan offers a similar water-based perspective with evening dining.

Planning your visit to Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch

Choose your date and participant options for Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch before comparing the final price. Allow at least the listed 120 minutes for the experience, plus time for arrival and onward travel.

Can I cancel Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch?

Cancel for free until 24 hours before your visit date and get a full refund. Rescheduling is possible until 24 hours before your visit.

What is included in my ticket?

Review the inclusions and exclusions for the exact Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch option you select. Do not assume that transport, meals or additional venue access are included unless stated.

Chicago: Premier Dinner Cruise on Lake Michigan

Chicago: Premier Dinner Cruise on Lake Michigan

Chicago: Premier Dinner Cruise on Lake Michigan

Listed duration: 150 minutes

About this experience and booking advice

Chicago Premier Dinner Cruise on Lake Michigan This Chicago dinner cruise takes you onto Lake Michigan for an elegant evening of gourmet dining with spectacular skyline views. The 2.5 to 3-hour experience combines a three-course plated dinner with panoramic views of Chicago's illuminated skyline from the comfort of a climate-controlled yacht. As you cruise Lake Michigan, you'll spot major landmarks including Navy Pier, Willis Tower, and the John Hancock Center. The vessel features both indoor dining areas with floor-to-ceiling windows and an open-air rooftop deck, giving you multiple vantage points to enjoy Chicago's famous architecture. A professional DJ provides music throughout the evening, creating the perfect atmosphere for dining, dancing, or simply taking in the city lights. What is Included 2.5 to 3-hour dinner cruise on Lake Michigan Three-course plated dinner served at your table Unlimited coffee, hot tea, iced tea and water Access to climate-controlled indoor areas and open-air decks Onboard DJ entertainment and music Good to Know The cruise is wheelchair accessible and operates for approximately 2.5 to 3 hours. Alcoholic beverages are available for purchase onboard. Smart-casual dress is recommended for the upscale dining environment. Arrive early at the dock for smooth boarding, and bring a camera for skyline photography opportunities. If you're exploring more of Chicago's attractions, consider pairing this dinner cruise with other city experiences. For daytime sightseeing, Chicago architecture boat tours offer detailed views of the city's famous buildings during daylight hours. Those interested in Chicago's cultural scene might enjoy Chicago theatre district walking tours to discover the city's performing arts heritage before your evening cruise.

Planning your visit to Chicago: Premier Dinner Cruise on Lake Michigan

Choose your date and participant options for Chicago: Premier Dinner Cruise on Lake Michigan before comparing the final price. Allow at least the listed 150 minutes for the experience, plus time for arrival and onward travel.

Can I cancel Chicago: Premier Dinner Cruise on Lake Michigan?

Free cancellation up to 24 hours before the start of your experience. Within 24 hours of the start, the booking cannot be cancelled.

What is included in my ticket?

Review the inclusions and exclusions for the exact Chicago: Premier Dinner Cruise on Lake Michigan option you select. Do not assume that transport, meals or additional venue access are included unless stated.

Lake Michigan: Premier Brunch or Lunch Cruise

Lake Michigan: Premier Brunch or Lunch Cruise

Lake Michigan: Premier Brunch or Lunch Cruise

Listed duration: 120 minutes

About this experience and booking advice

Lake Michigan Premier Brunch or Lunch Cruise Set sail on Lake Michigan for a 2-hour cruise that combines Chicago's spectacular skyline views with chef-prepared dining. This premier cruise experience takes you past Navy Pier and the city's famous architecture while you enjoy expertly crafted meals and unlimited mimosas from the comfort of a climate-controlled vessel. Choose between weekday lunch service featuring elegantly plated dishes or weekend brunch with a lavish buffet spread. The cruise glides along the shoreline, offering uninterrupted views of Chicago's glittering cityscape from both indoor dining areas and open-air rooftop decks. Professional DJ entertainment sets the perfect atmosphere for celebrations or simply unwinding on the water. What is Included 2-hour Lake Michigan cruise Chef-prepared meal (lunch Monday-Friday, brunch buffet weekends) Bottomless mimosas for guests 21+ with valid ID Coffee, hot tea and iced tea throughout the cruise Professional DJ entertainment Access to climate-controlled dining areas and rooftop decks Good to Know Duration: 2 hours Accessibility: Wheelchair accessible with facilities for guests with mobility needs Age requirements: Family-friendly, bottomless mimosas only for guests 21+ with valid photo ID Arrival time: Please arrive at least 30 minutes prior to departure for boarding What to bring: Valid photo ID, mobile ticket, extra layers for rooftop deck comfort Dining: Indoor dining with access to open-air rooftop decks After your cruise, continue exploring Chicago's waterfront with a visit to Navy Pier's Centennial Wheel for more stunning city views, or discover the city's architectural marvels on a Chicago architecture walking tour through downtown's most famous buildings.

Planning your visit to Lake Michigan: Premier Brunch or Lunch Cruise

Choose your date and participant options for Lake Michigan: Premier Brunch or Lunch Cruise before comparing the final price. Allow at least the listed 120 minutes for the experience, plus time for arrival and onward travel.

Can I cancel Lake Michigan: Premier Brunch or Lunch Cruise?

Free cancellation up to 48 hours before the start of your experience. Within 48 hours of the start, the booking cannot be cancelled.

What is included in my ticket?

Review the inclusions and exclusions for the exact Lake Michigan: Premier Brunch or Lunch Cruise option you select. Do not assume that transport, meals or additional venue access are included unless stated.

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Chicago booking questions

Is a boat ticket the same as a sightseeing cruise?

Not necessarily. Read the selected product details for the route, number of journeys, departure point, commentary and any included food or drinks.

How do I book an experience in Chicago?

Choose a destination and browse the listed experiences. Open a product to review its details, select your date and ticket option, and check the final price before completing your booking.

What does the starting price include?

A starting price is a guide for the product, not a quote for every date or group. Inclusions, participant types and available options differ. The booking page confirms the price and terms for your selection.

Can I cancel or change my tickets?

Cancellation and amendment terms vary by product and ticket option. Read the specific policy before paying. Do not assume that a ticket is refundable or can be moved to another date.

How should I plan my day in Chicago?

Dress for conditions near the water and check the departure dock. When combining a museum with an evening activity, leave time to cross the city and find the correct entrance.

Which language is the experience offered in?

Check the language of the specific tour, guide or audio option before booking. The language used on this guide does not guarantee that an experience is delivered in English. Confirm the selected option if you need another language.

Need help with a booking? Contact VervTrip with your booking reference.