Chicago Cruises, Sailing & Water Tours

Chicago Cruises, Sailing & Water Tours

Cruises, Sailing & Water Tours

Only Show: Day Cruises | Dinner Cruises | Lunch Cruises | Night Cruises | Sunset Cruises

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Viator VIP: Willis Tower Skydeck Early Access, Trolley City Tour and Chicago River Cruise

4.5 star rating: Recommended 76 Reviews

See classic Chicago sights with this Viator VIP package that includes early entry to the Skydeck in Willis (formerly Sears) Tower where you'll be greeted and ...  Read more

Location: Chicago, Illinois
Duration: 6 hours

From USD $124.00

Chicago Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 70 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

From USD $104.58

Chicago Dinner Cruise

4.5 star rating: Recommended 37 Reviews

Expect the exceptional on this 2.5-3 hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop ...  Read more

Location: Chicago, Illinois
Duration: 2.5 to 3 hours

From USD $88.26

Chicago Architecture River Cruise

5 star rating: Highly Recommended 1881 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: 75 minutes

From USD $33.60

Chicago Lunch Cruise

4.5 star rating: Recommended 12 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

From USD $74.66

Lake Michigan Sightseeing Cruise

4.5 star rating: Recommended 60 Reviews

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

Location: Chicago, Illinois
Duration: 40 minutes

From USD $19.60

Chicago Brunch Cruise

5 star rating: Highly Recommended 5 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

From USD $71.94

Chicago City Tour and Chicago River Cruise

4 star rating: Recommended 79 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 ...  Read more

Location: Chicago, Illinois
Duration: 4 hours

From USD $60.00

Private Morning Sail on Lake Michigan

Sailing Chicago's beautiful lakefront offers an experience not to be missed and views of the skyline that can't be beat. Kick back and let our experienced crew ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $389.76

Private Day Sailing on Lake Michigan

Sailing Chicago's beautiful lakefront offers an experience not to be missed and views of the skyline that can't be beat. Kick back and let our experienced crew ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $389.76

Private Sunset Sails

Sailing Chicago's beautiful lakefront offers an experience not to be missed and views of the skyline that can't be beat. Kick back and let our experienced crew ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $389.76

Private Fireworks Cruise

Sailing Chicago's beautiful lakefront offers an experience not to be missed and views of the skyline that can't be beat. Kick back and let our experienced crew ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $389.76
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Only Show: Day Cruises | Dinner Cruises | Lunch Cruises | Night Cruises | Sunset Cruises

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