Best Cruises & boat tours in Central Chicago

Local Recommendations from our My Guide Chicago team

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Chicago: Architecture River Tour and Hop-on Hop-off Bus Tour

49 Reviews

ExperiencesSightseeing on wheelsHop-on Hop-off toursWater activitiesLandmarks & monumentsGuided toursFamily-friendly activitiesToursCulture & historyArchitectureCruises & boat toursSightseeingEducational activities

Experience the best of Chicago by land and sea with a combination of a live-guided 75-minute architecture boat cruise and a 2-day hop-on hop-off sightseeing tour by open-top bus.

$99.00

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Chicago: 1-5 Day Attraction Pass with Shedd Aquarium

372 Reviews

ExperiencesFamily-friendly activitiesCity cardsToursGuided toursAquariumsMulti-day tripsLandmarks & monumentsCulture & historySightseeingMarine lifeCruises & boat toursViewing pointsZoos & aquariumsTheme & amusement parksArchitecture

Save up to 50%* on unlimited entry to 35+ Chicago attractions with Go City. Visit 360 Chicago and Skydeck Chicago for the views, explore Shedd Aquarium, enjoy an Architectural River Cruise and more!

$139.00

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Chicago: Historic Architecture Chicago River Small Boat Tour

26 Reviews

ExperiencesCulture & historyWater activitiesArtGuided toursDay tripsLandmarks & monumentsToursDay Trips FromCruises & boat toursPhotography toursSightseeingEducational activitiesArchitecture

Learn from an expert docent about the designs, world-renowned architects, and innovations behind more than 50 skyscrapers. Cruise down the Chicago River on a trip aboard a small historic riverboat.

$67.49

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Chicago Premium Driving Tour with River Boat Cruise

20 Reviews

ExperiencesWater activitiesFamily-friendly activitiesCulture & historyGuided toursOutdoor activitiesLandmarks & monumentsWheelchair accessibleSightseeing on wheelsToursDay tripsDay Trips FromArchitectureWater sportsViewing pointsCruises & boat toursSightseeingPrivate toursDriving experiences

See the best of Chicago in just 1 day on this guided small group sightseeing tour. Visit iconic landmarks including Architecture River Cruise, Cloud Gate "the Bean", and Adler view point.

$254.00

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Chicago Highlights Walking Tour with Skydeck & Cruise

8 Reviews

ExperiencesOutdoor activitiesCulture & historyDay tripsToursGuided toursWheelchair accessibleDay Trips FromLandmarks & monumentsWater activitiesDeals & DiscountsNeighborhood toursFamily-friendly activitiesWater sportsSightseeingPrivate toursCruises & boat tours

Explore the highlights of Chicago on a guided tour that includes a stroll around town as well as a boat cruise on the Chicago River.

$170.10

~~From $189.00~~

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Chicago River: 1.5-Hour Guided Architecture Cruise

7897 Reviews

ExperiencesSightseeing on wheelsGuided toursCulture & historyLandmarks & monumentsToursWater activitiesSightseeingCruises & boat toursArchitectureViewing points

Experience Chicago’s legendary architecture from the best seat in the house: the river. Enjoy a comprehensive tour with a live fun guide as you navigate through the heart of the city covering all 3 branches of the Chicago River.

$44.00

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Chicago: Mimosa n' Bloody Mary Cruise

1 Reviews

ExperiencesLuxury experiencesFor adultsActivities for couplesToursGuided toursSightseeing on wheelsBoat partiesWater activitiesPhotography toursFood & drinksSightseeingNightlife & barsMusic activitiesCruises & boat tours

Cruise along the Chicago River or Lake Michigan on a floating tiki bar. Sip on mimosas and Bloody Marys, enjoy music, and capture stunning photos of the city's skyline.

$41.42

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City Cruises Chicago: 75-min Speedboat Architecture Cruise

268 Reviews

ExperiencesGuided toursWater activitiesLandmarks & monumentsWheelchair accessibleToursOutdoor activitiesWater sportsViewing pointsCruises & boat toursArchitectureSightseeing

Enjoy Chicago's iconic skyline with an exciting speedboat tour departing from Navy Pier. View Chicago's unique architecture and famous landmarks from the water as you listen to the live narration.

$61.82

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City Cruises Chicago: Lake Michigan Lunch or Dinner Cruise

217 Reviews

ExperiencesActivities for couplesWheelchair accessibleWater activitiesGuided toursToursBoat partiesSightseeing on wheelsLuxury experiencesFor adultsDinner packagesFood & drinksNightlife & barsMusic activitiesCruises & boat toursSightseeing

Dine aboard a yacht and enjoy an extensive buffet meal while cruising down Lake Michigan. Dance to the live DJ or play exciting games like giant Jenga and shuffleboard as you enjoy Chicago's sights.

$92.80

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Chicago River: Guided Sunset Cocktail & Architecture Tour

202 Reviews

ExperiencesBoat partiesWater activitiesToursFor adultsLuxury experiencesGuided toursArtCulture & historyNeighborhood toursSightseeing on wheelsActivities for couplesLandmarks & monumentsSunset toursCruises & boat toursTrolley toursArchitectureSightseeingNightlife & barsFood & drinks

Climb aboard a 90 passenger historic riverboat & sip cocktails while cruising the Chicago River! Relax and learn about the history & architecture of the city via live narration with a drink in hand.

$67.49

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Chicago: Architecture River Cruise Skip-the-Ticket Line

4318 Reviews

ExperiencesToursSightseeing on wheelsLandmarks & monumentsWater activitiesCulture & historyGuided toursArtArchitectureSightseeingCruises & boat toursHidden gems

Cruise along the Chicago River on a boat tour and discover hidden architectural gems among the city’s renowned landmarks, with live narration.

$47.84

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