Chicago’s boat tours offer the best views of this impressive city. The essential Lake Michigan Sunset Cruise catches day’s end over the skyline – it’s my favorite evening activity here. For serious sightseeing, I love the Architecture Tour along the Chicago River, where expert guides explain the city’s world-famous buildings in clear, engaging ways.
Small-group city tours with river cruise add-ons give good value, combining land and water perspectives. For something special, Urban Adventure Cruises pack in great photo opportunities and historical insights without the tourist crowds.
Let’s look at the best boat tours you can take in Chicago.
Key Points
- The Lake Michigan Sunset Cruise offers stunning sunset views over Lake Michigan, with an open-top vessel, indoor/outdoor seating, and live narration of architectural landmarks.
- The Chicago Urban Adventure Cruise provides a scenic journey highlighting skyscrapers, historic buildings, and is ideal for first-time visitors with its stroller-friendly accessibility.
- The Chicago River Boat Architecture Tour offers a scenic journey along the Chicago River with architectural insights, with options for small boat or larger vessel experiences.
- The Chicago Buffet Lunch Cruise provides a 2-hour cruise with a freshly prepared buffet, live DJ, dance floor, and games, suitable for families and groups.
- The 3D Fireworks Cruise on Lake Michigan or the Chicago River offers informative commentary and stunning fireworks displays, with a capacity to accommodate up to 250 travelers.
Chicago River and Lake Michigan Sunset Boat Tour
One of the most popular boat tours in Chicago is the Lake Michigan Sunset Cruise.
With over 1,211 reviews and a Badge of Excellence, this tour offers an unforgettable experience.
Setting sail along the Chicago River, passengers can admire the city’s architectural highlights, including the Magnificent Mile, John Hancock Building, and Willis Tower, while a live narration provides insights into Chicago’s history.
The open-top vessel offers both indoor and outdoor seating, allowing guests to enjoy the stunning sunset over Lake Michigan.
The 1.5-hour cruise is a must-do for visitors seeking a unique perspective of the Windy City’s skyline.
Read our full review: Chicago River and Lake Michigan Sunset Boat Tour Review
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Chicago Urban Adventure River and Lake Cruise
The Chicago Urban Adventure River and Lake Cruise offers visitors a captivating sightseeing experience along the city’s waterways.
With 353 reviews and a 95% traveler recommendation, this family-friendly tour showcases the best of Chicago’s skyscrapers, historic buildings, and iconic architecture.
Guests enjoy live commentary from knowledgeable guides who share stories about the city’s rich history and culture.
The cruise provides excellent value, perfect for first-time visitors looking to enjoy the scenic beauty of the Chicago River and Lake Michigan shoreline.
While not wheelchair accessible, the tour is stroller-friendly and operates in all weather conditions, making it a versatile option for travelers of all ages and interests.
Read our full review: Chicago Urban Adventure River and Lake Cruise Review
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Chicago Small-Group City Tour With Optional Architecture River Cruise
Offering visitors a comprehensive introduction to Chicago’s iconic landmarks and architectural wonders, the Chicago Small-Group City Tour with Optional Architecture River Cruise provides an engaging and efficient way to explore the city.
Rated 4.8 stars with a 95% traveler recommendation, this tour combines a mini-bus journey with an optional river cruise, allowing guests to experience the city’s history, culture, and renowned architecture.
With complimentary hotel pickup, knowledgeable local guides, and flexibility to choose the boat tour, this small-group experience is a must-do for those seeking an informative and well-rounded exploration of Chicago.
The tour’s high customer satisfaction and convenient inclusions make it a top choice for visitors.
Read our full review: Chicago Small-Group City Tour With Optional Architecture River Cruise Review
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Chicago River Boat Architecture Tour
Exploring Chicago’s renowned architecture from the city’s iconic waterways, the Chicago River Boat Architecture Tour immerses guests in the iconic skyscrapers, bridges, and landmarks that define the city’s distinctive skyline.
With a 4.8-star rating from over 800 reviews, this highly recommended 94% experience offers an informative and scenic journey along the Chicago River.
Guests can choose a small boat upgrade for a more intimate setting, though larger vessels may provide better visibility.
Knowledgeable guides, complimentary refreshments, and a welcoming crew contribute to the tour’s positive reputation, making it a memorable way to discover Chicago’s architectural wonders.
Read our full review: Chicago River Boat Architecture Tour Review
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Lake Michigan and Chicago River Architecture Cruise by Speedboat
Situated at Navy Pier, the Lake Michigan and Chicago River Architecture Cruise by Speedboat provides travelers with a two-part sightseeing experience that showcases the city’s renowned architecture and waterfront.
The 75-minute tour first cruises along the Chicago River, offering in-depth commentary on the city’s architectural history and the engineering feat of reversing the river’s flow.
The experience then transitions to a thrilling speedboat ride along Lake Michigan, providing unobstructed views of Chicago’s iconic landmarks like Grant Park, Museum Campus, and Buckingham Fountain.
With a rating of 4.5 out of 229 reviews, this tour is a must-do for architecture enthusiasts and those seeking a unique perspective of the city’s stunning skyline.
Read our full review: Lake Michigan and Chicago River Architecture Cruise by Speedboat Review
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Chicago 3D Fireworks Cruise
The Chicago 3D Fireworks Cruise provides a unique and captivating experience for visitors seeking to admire Chicago’s stunning skyline and fireworks displays.
Departing from the Mercury Cruises dock, the 2-hour cruise takes passengers along the Chicago River or Lake Michigan, offering informative commentary on the city’s history and landmarks.
Passengers can capture stunning photos of the skyline and enjoy 3D fireworks displays on Saturdays (Lake Michigan) and Wednesdays (Chicago River).
While the cruise accommodates up to 250 travelers, some have noted concerns about long wait times, bugs, and overcrowding.
Read our full review: Chicago 3D Fireworks Cruise Review
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Chicago Lake Michigan Fireworks Cruise
The Chicago Lake Michigan Fireworks Cruise offers a captivating evening on the water, where visitors can marvel at the city’s stunning skyline and vibrant fireworks displays.
Priced from $50 per person, the 12-hour tour departs from 400 N Michigan Ave and returns to the same location.
With a maximum capacity of 250 travelers, the air-conditioned cruise provides a full-service cash bar and restroom facilities.
Reviewers praise the scenic views, engaging commentary, and family-friendly atmosphere, though some note issues with cleanliness and wait times.
Non-refundable tickets are recommended to be booked directly to ensure proper service, and visitors should plan to arrive 30 minutes early due to potential congestion.
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Chicago Shoreline Adventure Boat Tour
Boasting a 5.0-star rating from 36 reviews, the Chicago Shoreline Adventure Boat Tour offers a captivating excursion along the city’s stunning lakefront.
Priced from $90 per person, this tour accommodates up to 6 travelers and features a complimentary fuel surcharge.
While not wheelchair accessible, the tour welcomes service animals and infants on laps.
However, it’s not recommended for those with back problems, medical conditions, or pregnant travelers.
With a Badge of Excellence and 100% traveler recommendation, this tour provides an unforgettable experience, departing from and returning to Burnham Harbor’s Dock J.
Read our full review: Chicago Shoreline Adventure Boat Tour Review
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Chicago by Night: 90 Minute River and Lakefront Cruise
For those seeking a captivating evening on the water, the Chicago by Night: 90 Minute River and Lakefront Cruise offers a unique and breathtaking experience.
This 90-minute tour takes travelers along the Chicago River and lakefront, showcasing the city’s striking architecture and twinkling night lights.
With a capacity of up to 250 passengers, the cruise boasts comfortable seating, restrooms, and a bar, ensuring a pleasant journey.
Travelers consistently praise the knowledgeable and entertaining guides, who provide insightful commentary.
Though not wheelchair accessible, the cruise is stroller-friendly and conveniently located near public transportation.
Read our full review: Chicago by Night: 90 Minute River and Lakefront Cruise Review
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Small-Group Sightseeing Boat Tour in Chicago
Offering a distinctive Chicago experience, the Small-Group Sightseeing Boat Tour showcases the city’s architectural gems and vibrant riverside from a unique vantage point.
With a maximum of 6 travelers, the tour provides a personalized and intimate encounter, led by the knowledgeable Captain Ken. Guests can expect informative commentary and opportunities for memorable photos, especially in the morning light.
Safety is prioritized, with life jackets and ponchos provided. Rated 100% recommended by travelers, this tour offers a fast-paced and adventurous way to explore Chicago from the water.
The free cancellation and rescheduling policy, as well as the option to pay later, make it an accessible and flexible choice for both travelers and locals.
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Chicago Buffet Lunch Cruise on Lake Michigan
The Chicago Buffet Lunch Cruise on Lake Michigan aboard the Spirit of Chicago provides a relaxing and scenic experience for visitors and locals alike.
The two-hour cruise includes a delicious buffet lunch with freshly prepared entrees, salads, and desserts, as well as unlimited non-alcoholic beverages.
Onboard entertainment features a live DJ, dance floor, and games like giant Jenga and foosball, creating a lively atmosphere for socializing.
The cruise offers stunning views of Chicago’s skyline, Navy Pier, Soldier Field, and Shedd Aquarium.
Accessible and suitable for families, groups, and corporate outings, the Chicago Buffet Lunch Cruise is an ideal way to enjoy the city from the water.
Read our full review: Chicago Buffet Lunch Cruise on Lake Michigan Review
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Premier Chicago River Dinner Cruise
Embarking on the Premier Chicago River Dinner Cruise provides guests with a captivating 2.5 to 3-hour journey along the city’s historic waterways.
Accommodating up to 15 travelers, the cruise offers breathtaking views of the Chicago skyline, including iconic landmarks like the Tribune Tower and Willis Tower.
The experience is enhanced by live DJ entertainment and, during the summer months, a 30-minute pyro-musical fireworks display.
Diners can savor a 3-course plated meal with table service, along with unlimited non-alcoholic beverages.
For those seeking an elevated experience, a surf and turf menu upgrade is available at an additional cost.
With mixed reviews, the cruise aims to deliver a memorable experience, though some guests have noted service inconsistencies and chilly interior temperatures.
Read our full review: Premier Chicago River Dinner Cruise Review
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Chicago Skyline Sunset Sail Aboard Official Flagship of Chicago 148 S/V Windy
A scenic sunset sail aboard the iconic Tall Ship Windy promises a captivating exploration of Chicago’s renowned skyline. This 4.5-star rated experience accommodates up to 148 passengers, departing from Navy Pier.
Onboard amenities include restrooms, WiFi, and a selection of alcoholic beverages and snacks. Though not wheelchair accessible, the tour welcomes service animals and most travelers.
Reviewers rave about the stunning views, friendly crew, and relaxing atmosphere, though some found the seating uncomfortable.
To ensure a seamless journey, it’s recommended to arrive 30-45 minutes early and consider alternative transportation options due to limited parking.
For a more intimate setting, private charter options are available.
Read our full review: Chicago Skyline Sunset Sail Aboard Official Flagship of Chicago 148 S/V Windy Review
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Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
Aboard a private sailboat, guests can embark on a customizable sightseeing adventure along the shores of Lake Michigan, showcasing the iconic skyline of Chicago.
Accommodating up to 6 travelers, the charter offers a 100% recommendation rate based on 60 positive reviews. Captains tailor itineraries to guests’ interests, allowing them to sail and enjoy the city’s stunning views.
Onboard amenities include Bluetooth speakers for music, and guests may bring their own alcohol in secure containers. While swimming is permitted on longer charters, seasickness must be managed on deck.
With flexible start times and free cancellation, this private sailing charter provides a relaxing and informative experience for special occasions or sightseeing.
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Private Sunset Sail on Lake Michigan With Breathtaking Views of Chicago
As the sun dips below the horizon, a private sailboat glides across the serene waters of Lake Michigan, offering guests a breathtaking panoramic view of Chicago’s iconic skyline.
This 2-hour Chicago Private Sunset Sail on Lake Michigan is a highly-rated activity, boasting 24 reviews with a 100% recommendation from travelers. Priced at $483.96 per group (up to 6 people), the tour features a professional captain, Bluetooth speakers, and allows guests to bring their own food and drinks.
Cancellation is free up to 24 hours in advance, and the experience adheres to COVID-19 safety protocols. Guests consistently highlight the comfort, atmosphere, and Captain Mike’s professionalism as the highlights of this unforgettable sunset sail.
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Chicago Fireworks Dinner Cruise With Buffet
The Chicago Fireworks Dinner Cruise offers a captivating experience on Lake Michigan, treating guests to an all-you-can-eat buffet, live entertainment, and a breathtaking fireworks display against the backdrop of the city’s iconic skyline.
Departing from Navy Pier, the cruise boasts stunning views, a smart-casual dress code, and a maximum capacity of 15 travelers.
While the food quality and service have drawn some mixed reviews, the cruise is widely praised for its memorable celebrations and beautiful skyline vistas.
Guests should note the non-refundable cancellation policy and the lack of wheelchair accessibility.
Read our full review: Chicago Fireworks Dinner Cruise With Buffet Review
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Chicago Small Group Night Tour With Skydeck and Boat Cruise
For those seeking a comprehensive evening experience in Chicago, the Chicago Small-Group Night Tour with Skydeck and Boat Cruise offers a captivating opportunity to explore the city’s iconic landmarks and stunning skyline.
Priced at $209 per person, this 3-hour tour accommodates a maximum of 7 guests, ensuring a personalized experience led by knowledgeable local guides.
Highlights include dazzling views from the Skydeck’s 103rd floor and a scenic boat cruise showcasing Chicago’s remarkable architecture.
While the tour garners generally positive reviews, guests should be aware of the potential for larger crowds on the boat tours and verify pickup details beforehand.
Read our full review: Chicago Small Group Night Tour With Skydeck and Boat Cruise Review
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Chicago Premier Dinner Cruise on Lake Michigan
Offering a luxurious dining experience amidst the captivating backdrop of Chicago’s iconic skyline, the Chicago Premier Dinner Cruise on Lake Michigan invites guests to indulge in a meticulously crafted 3-course meal prepared by renowned celebrity chefs.
Cruising for 2.5 to 3 hours on Lake Michigan, the recently renovated vessel features a stylish interior, a rooftop lounge, and onboard DJ entertainment. Included amenities cover a guaranteed table, unlimited non-alcoholic beverages, and service charges.
From Memorial Day to Labor Day, guests can also enjoy a spectacular 30-minute fireworks display on select evenings.
While reviews highlight the breathtaking views and attentive staff, some critiques mention inconsistencies in food quality and service.
Read our full review: Chicago Premier Dinner Cruise on Lake Michigan Review
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Chicago Seadog Fireworks Cruise
Guests aboard the Chicago Seadog Fireworks Cruise can expect an unforgettable experience with unobstructed views of the city’s iconic skyline, including the renowned Navy Pier and Willis Tower.
The cruise offers an informative guided tour, sharing historical facts throughout the journey. With a rating of 4.5/5 from 16 reviews and a Badge of Excellence, the cruise provides excellent value at $61.82 per person.
However, customers have noted some issues with the boat’s departure time and organization of boarding.
The cruise isn’t recommended for those with back problems, pregnant travelers, or serious medical conditions, as it has a maximum of 15 travelers per tour.
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Guided Historic Small Boat River Architecture Tour in Chicago
Travelers exploring Chicago’s architectural marvels can embark on the Guided Historic Small Boat River Architecture Tour, a captivating journey along the city’s iconic waterways.
Aboard a historic yacht, guests can marvel at Chicago’s renowned landmarks, including the Wrigley Building and the Michigan Avenue Bridge. The tour boasts a 100% traveler recommendation and a Badge of Excellence, ensuring a top-notch experience.
With knowledgeable guides providing continuous narration, guests can learn about the city’s rich architectural history.
While the fast-paced narration and limited seating may pose some challenges, the tour’s intimate setting and smooth ride offer an immersive and enjoyable experience for architecture enthusiasts and Chicago visitors alike.
Read our full review: Guided Historic Small Boat River Architecture Tour in Chicago Review
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Chicago Premier Lake Michigan Brunch Cruise
The Chicago Premier Lake Michigan Brunch Cruise offers a delightful way to experience the city’s stunning skyline from the water.
This 2-hour cruise includes a buffet brunch, coffee, tea, and iced tea. Alcoholic drinks are available for purchase, and gratuities are included in the non-refundable $105.25 per person price.
With a maximum capacity of 19 travelers, the cruise is wheelchair and stroller accessible, and service animals are allowed.
While the reviews are mixed, with some guests finding the food average, the overall rating is 3.9 out of 5.
Guests should arrive at least 30 minutes before the scheduled departure time at the Navy Pier meeting point.
Read our full review: Chicago Premier Lake Michigan Brunch Cruise Review
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Chicago River by Private 2.5 Hour Boat Tour
A private 2.5-hour boat tour along the Chicago River provides an immersive experience that highlights the city’s renowned architecture, history, and public art.
With a 100% recommendation rate from 32 reviews, this tour offers a blend of leisurely sightseeing and insightful commentary from knowledgeable, English-speaking guides.
Passengers will see iconic landmarks like the Chicago Theatre, Willis Tower, and Union Station while learning about the river’s impact on the city’s identity and development.
The tour includes a brief walk to explore architectural marvels in the Chicago Loop before returning to the starting point at the Chicago Theatre.
While not wheelchair accessible, the tour welcomes service animals and infants on laps, making it accessible to most travelers.
Read our full review: Chicago River by Private 2.5 Hour Boat Tour Review
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Chicago Skyline Tiki Bar Cruise From Chicago Riverwalk
Where can visitors to Chicago experience a unique blend of city skyline views and tiki-inspired revelry? The Chicago Skyline Tiki Chic Party Cruise on Lake Michigan offers just that.
Departing from the Chicago Riverwalk, this 3.7-rated cruise welcomes up to 40 travelers to enjoy an air-conditioned, climate-controlled space with restroom facilities.
While alcoholic beverages and snacks are available for purchase, the cruise has received mixed reviews, with some customers reporting issues like cancellations and limited food options.
The cruise provides a dog-friendly, stroller-accessible experience with views of the iconic Chicago skyline.
Though not wheelchair accessible, the cruise is near public transportation, making it an accessible option for many visitors seeking a lively on-the-water adventure.
Read our full review: Chicago Skyline Tiki Bar Cruise From Chicago Riverwalk Review
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Visitors to Chicago seeking a unique and memorable experience can embark on a Private Evening Sail that culminates with a breathtaking view of the Navy Pier fireworks.
This 5-hour excursion accommodates up to 6 passengers and is led by a professional US Coast Guard licensed captain. Guests can bring and consume reasonable amounts of alcohol while enjoying the stunning views of the Chicago skyline.
The experience includes Bluetooth speakers, all applicable taxes and gratuities. Customers praise the excellent service, breathtaking fireworks display, and overall memorable experience.
With a free cancellation and reschedule policy, this private sail is a must-try for those looking to enjoy Chicago’s iconic skyline and Navy Pier fireworks.
Read our full review: Private Evening Sail in Chicago Ending With Navy Pier Fireworks Review
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Chicago Guided Cocktail Cruise Tour
For those seeking a unique way to experience Chicago’s iconic skyline and architecture, the Chicago Guided Cocktail Cruise Tour offers a captivating blend of sightseeing and relaxation.
Lasting 90 minutes, the cruise departs from a convenient location near downtown, accommodating up to 150 guests. Along the journey, participants can enjoy informative commentary on the city’s landmarks while sipping on included alcoholic and non-alcoholic beverages.
With a 4.5-star rating from 86 reviews, the tour is praised for its comfortable boat, knowledgeable guides, and stunning views. While some guests wished for a greater focus on cocktails, the cruise provides a memorable experience for architecture enthusiasts and those looking to unwind on the water.
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Common Questions
Are Life Jackets Provided on the Boat Tours?
Life jackets are typically provided on boat tours for the safety and comfort of passengers. Most tour operators require passengers to wear life jackets during the duration of the tour as a standard safety precaution.
What Are the Restroom Facilities Like on the Cruises?
Boat cruises typically offer restroom facilities on board, often with basic amenities like sinks and toilets. The quality and number of restrooms may vary depending on the size and type of vessel, but passengers can generally expect functional restroom options during the tour.
Is Food And/Or Drinks Available for Purchase During the Tours?
Most boat tours and cruises offer a variety of food and drink options for purchase during the tour. Snacks, meals, and beverages are typically available to ensure passengers’ comfort and enjoyment throughout the journey.
Can I Bring My Own Food and Drinks on the Cruises?
Most boat tour and cruise operators allow passengers to bring their own food and drinks onboard. However, it’s best to check with the specific company beforehand as some may have restrictions or offer their own catering services.
What Is the Dress Code for the Boat Tours?
The dress code for boat tours is generally casual and comfortable. Most operators encourage passengers to wear weather-appropriate clothing and closed-toe shoes. Some may have more formal dress requirements for special events or dining cruises, so it’s best to check with the tour company in advance.
The Sum Up
Chicago offers a variety of boat tours and cruises that showcase its stunning skyline, architecture, and natural beauty. Whether you’re looking for a sunset cruise, an architectural tour, or a cocktail cruise, there’s something for every interest and budget. With so many options, visitors are sure to find the perfect way to experience the city from the water.