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Chicago Cruises, Sailing & Water Tours

Chicago Cruises, Sailing & Water Tours

Cruises, Sailing & Water Tours

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Chicago Architecture River Cruise

5 star rating: Highly Recommended 379 Reviews

Experience one of the world’s most beautiful cities on a 75-minute cruise on the historic Chicago River. On this architecture cruise, head down the main branch ...  Read more

Location: Chicago, Illinois
Duration: 1 hour 15 minutes (approx.)

From USD $31.75
$34.61 Save $2.86

Lake Michigan and Chicago River Architecture Cruise by Speedboat

4.5 star rating: Recommended 60 Reviews

Chicago is renowned for its stunning and original architecture, and the most relaxing way to see it is on a cruise on the Chicago River! You'll learn all ...  Read more

Location: Chicago, Illinois
Duration: 75-minutes

From USD $37.00

Chicago Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 21 Reviews

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 ...  Read more

Location: Chicago, Illinois
Duration: 3 hours (approx.)

From USD $99.14

Chicago Dinner Cruise

4.5 star rating: Recommended 16 Reviews

Expect the exceptional on this 3-hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop ...  Read more

Location: Chicago, Illinois
Duration: 3 hours (approx.)

From USD $122.26

Chicago City Tour and Chicago River Cruise

4 star rating: Recommended 41 Reviews

Discover Chicago from both land and water on this scenic half-day tour. Take a narrated coach tour through the city’s South Side and see highlights including ...  Read more

Location: Chicago, Illinois
Duration: 4 hours (approx.)

From USD $58.00

Lake Michigan Sightseeing Cruise

4 star rating: Recommended 3 Reviews

Admire all of Chicago's fabulous lakefront sights and attractions on this 40-minute Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing ...  Read more

Location: Chicago, Illinois
Duration: 40 minutes (approx.)

From USD $18.53

Lake Michigan Speedboat Ride

5 star rating: Highly Recommended 11 Reviews

Feel the need for speed? This exhilarating speedboat ride takes you out onto Lake Michigan for the ride of a lifetime. Experience the roar of the ...  Read more

Location: Chicago, Illinois
Duration: 30 minutes (approx.)

From USD $26.60

Chicago Water Taxi

5 star rating: Highly Recommended 6 Reviews

For fast, fun connections between some of Chicago’s top attractions, purchase a day pass for the city’s water taxi service. You can board the red, white and ...  Read more

Location: Chicago, Illinois
Duration: Varies

From USD $23.00

Chicago Brunch Cruise

5 star rating: Highly Recommended 3 Reviews

Experience Chicago's amazing skyline views from a unique vantage point on board this unforgettable 2 hour brunch cruise. With unsurpassed views of the Sears ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $88.26

Chicago Lunch Cruise

4.5 star rating: Recommended 7 Reviews

Welcome aboard Chicago's largest luxury yacht at Navy Pier! Tantalize your taste buds and discover Chicago's wonderful city skyline on this 2-hour lunch ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $70.58

Chicago Halloween Haunted Cruise

Add a new adventure to your Halloween festivities this year. Come join all the fun on a haunted one hour speedboat cruise on Lake Michigan.

Location: Chicago, Illinois
Duration: 1 hour (approx.)

From USD $40.49

Only Show: Day Cruises | Night Cruises

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