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Top 10 Best Chicago Day Cruises

Found 26 Day Cruises activities in Chicago. Sort by Popularity.
 

Chicago Architecture River Cruise

(4.8 of 13,964 reviews)

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south pas... More

Free Cancellation
Start From $48.78
 
Chicago Architecture River Cruise

Chicago Architecture River Cruise

  • Chicago
  • Superb13,964 reviews4.8

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. ....

    Free Cancellation
    Start From $48.78
 
 

Chicago River 45-Minute Architecture Tour from Magnificent Mile

(4.7 of 1,826 reviews)

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage feat... More

Free Cancellation
Start From $28.00
 
Chicago River 45-Minute Architecture Tour from Magnificent Mile Likely to Sell Out

Chicago River 45-Minute Architecture Tour from Magnificent Mile

  • Chicago
  • Superb1,826 reviews4.7

Experience Chicago's legendary architecture and the exceptional architects who created this ever-cha....

    Free Cancellation
    Start From $28.00
 
 

Chicago Architecture Center River Cruise aboard Chicago's First Lady

(4.9 of 3,355 reviews)

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On t... More

Free Cancellation
Start From $54.00
 
Chicago Architecture Center River Cruise aboard Chicago's First Lady Likely to Sell Out

Chicago Architecture Center River Cruise aboard Chicago's First L....

  • Chicago
  • Superb3,355 reviews4.9

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold stan....

    Free Cancellation
    Start From $54.00
 
 

Lake Michigan Skyline Cruise in Chicago

(4.5 of 761 reviews)

Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions. Cruise along Lake Michigan and enjoy stunning views of Chicago's renowned skyscrapers from a unique vantage p... More

Free Cancellation
Start From $32.50
 
Lake Michigan Skyline Cruise in Chicago Likely to Sell Out

Lake Michigan Skyline Cruise in Chicago

  • Chicago
  • Exellent761 reviews4.5

Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sigh....

    Free Cancellation
    Start From $32.50
 
 

Chicago River Architecture Tour with Small Boat Upgrade Option

(4.8 of 812 reviews)

Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, dari... More

Free Cancellation
Start From $49.00
 
Chicago River Architecture Tour with Small Boat Upgrade Option Likely to Sell Out

Chicago River Architecture Tour with Small Boat Upgrade Option

  • Chicago
  • Superb812 reviews4.8

Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, ex....

    Free Cancellation
    Start From $49.00
 
 

Chicago Lake and River Architecture Tour

(4.7 of 2,010 reviews)

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century ... More

Free Cancellation
Start From $44.00
 
Chicago Lake and River Architecture Tour Likely to Sell Out

Chicago Lake and River Architecture Tour

  • Chicago
  • Superb2,010 reviews4.7

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursi....

    Free Cancellation
    Start From $44.00
 
 

Chicago Gourmet Dinner Cruise on Lake Michigan

(3.6 of 341 reviews)

Experience the best of Chicago with a Premier Dinner Cruise and spend your evening on Lake Michigan with dining, picturesque views, DJ entertainment, and dancing. While onboard, you’ll enjoy our chef-prepared plated menus, creat... More

Free Cancellation
Start From $132.57
 
Chicago Gourmet Dinner Cruise on Lake Michigan Likely to Sell Out

Chicago Gourmet Dinner Cruise on Lake Michigan

  • Chicago
  • Very Good341 reviews3.6

Experience the best of Chicago with a Premier Dinner Cruise and spend your evening on Lake Michigan ....

    Free Cancellation
    Start From $132.57
 
 

Chicago Premier Plus Brunch Cruise on the Chicago River

(4 of 3 reviews)

Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled panoramas of the city’s iconic architecture are marveled at ... More

Free Cancellation
Start From $109.90
 
Chicago Premier Plus Brunch Cruise on the Chicago River Likely to Sell Out

Chicago Premier Plus Brunch Cruise on the Chicago River

  • Chicago
  • Very Good3 reviews4

Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of....

    Free Cancellation
    Start From $109.90
 
 

Chicago Fireworks Dinner Cruise on Lake Michigan

(3.2 of 60 reviews)

Our Independence Day Premier Dinner Cruise on Lake Michigan is an unforgettable way to celebrate and experience the city from the water. While onboard, you’ll enjoy chef-prepared menus, creative cocktails, beer, wine, and Chicag... More

Free Cancellation
Start From $230.84
 
Chicago Fireworks Dinner Cruise on Lake Michigan Likely to Sell Out

Chicago Fireworks Dinner Cruise on Lake Michigan

  • Chicago
  • Good60 reviews3.2

Our Independence Day Premier Dinner Cruise on Lake Michigan is an unforgettable way to celebrate and....

    Free Cancellation
    Start From $230.84
 
 

Chicago Luxury Minibus City Tour and Architecture River Cruise

(4.7 of 15 reviews)

Experience the best of Chicago by land and water on our exclusive Luxury City Minibus Tour & Riverboat Architecture Cruise! Start with a 90-minute guided luxury minibus sightseeing tour through downtown, and seamlessly transition ... More

Free Cancellation
Start From $99.00
 
Chicago Luxury Minibus City Tour and Architecture River Cruise Likely to Sell Out

Chicago Luxury Minibus City Tour and Architecture River Cruise

  • Chicago
  • Superb15 reviews4.7

Experience the best of Chicago by land and water on our exclusive Luxury City Minibus Tour & Riverbo....

    Free Cancellation
    Start From $99.00
 
 

Chicago Buffet Lunch Cruise on Lake Michigan

(3.9 of 314 reviews)

Our Chicago Signature Lunch Cruise is an unforgettable way to experience the city from the water. Spend your afternoon on Lake Michigan with dining, picturesque views, DJ entertainment, and an assortment of games. While onboard, y... More

Free Cancellation
Start From $88.84
 
Chicago Buffet Lunch Cruise on Lake Michigan Likely to Sell Out

Chicago Buffet Lunch Cruise on Lake Michigan

  • Chicago
  • Very Good314 reviews3.9

Our Chicago Signature Lunch Cruise is an unforgettable way to experience the city from the water. Sp....

    Free Cancellation
    Start From $88.84
 
 

Chicago Premier Lake Michigan Brunch Cruise

(3.9 of 24 reviews)

Experience the best of Chicago with a Premier Brunch Cruise and spend your afternoon on Lake Michigan with dining, bottomless mimosas, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared buffet... More

Free Cancellation
Start From $105.25
 
Chicago Premier Lake Michigan Brunch Cruise Likely to Sell Out

Chicago Premier Lake Michigan Brunch Cruise

  • Chicago
  • Very Good24 reviews3.9

Experience the best of Chicago with a Premier Brunch Cruise and spend your afternoon on Lake Michiga....

    Free Cancellation
    Start From $105.25
 
 

Chicago River Sunday Funday Mimosa or Bloody Mary Party Cruise

(4.1 of 15 reviews)

All Day! Sundays are Fun-Days aboard the floating tiki bar. See the Chicago River the Island Party way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax an enjoy a beverage. Have q... More

Free Cancellation
Start From $35.00
 
Chicago River Sunday Funday Mimosa or Bloody Mary Party Cruise Likely to Sell Out

Chicago River Sunday Funday Mimosa or Bloody Mary Party Cruise

  • Chicago
  • Exellent15 reviews4.1

All Day! Sundays are Fun-Days aboard the floating tiki bar. See the Chicago River the Island Party w....

    Free Cancellation
    Start From $35.00
 
 

Historical and Architectural Chicago Fireboat River Cruise

(4.9 of 36 reviews)

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing the sights. Perfect for Fire enthusiasts, families and everyone in between! Our f... More

Free Cancellation
Start From $45.00
 
Historical and Architectural Chicago Fireboat River Cruise Likely to Sell Out

Historical and Architectural Chicago Fireboat River Cruise

  • Chicago
  • Superb36 reviews4.9

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on La....

    Free Cancellation
    Start From $45.00
 
 

Lake Michigan Fireworks Cruise in Chicago

(4.1 of 89 reviews)

No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every Wednesday and Saturday night with an unobstructed 360-degree view of this e... More

Free Cancellation
Start From $50.00
 
Lake Michigan Fireworks Cruise in Chicago Likely to Sell Out

Lake Michigan Fireworks Cruise in Chicago

  • Chicago
  • Exellent89 reviews4.1

No city embraces summer quite like Chicago. Join in the celebration with friends and family on this ....

    Free Cancellation
    Start From $50.00
 
 

Chicago Signature Brunch Cruise on Lake Michigan

(5 of 1 review)

Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is as scenic as it is delicious! and Spectacular views of the Chicago skyline including the Willis Tower and Adler Planetarium, You'l... More

Free Cancellation
Start From $122.88
 
Chicago Signature Brunch Cruise on Lake Michigan Likely to Sell Out

Chicago Signature Brunch Cruise on Lake Michigan

  • Chicago
  • Superb1 review5

Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is ....

    Free Cancellation
    Start From $122.88
 
 

Chicago Fireworks Dinner Cruise with Buffet

(3.8 of 77 reviews)

Our Signature Chicago 4th of July Fireworks Dinner Cruise is the ultimate way to kick off summer's biggest celebration. The spectacular Chicago fireworks will captivate you as you enjoy the show from your front row seats on the wa... More

Free Cancellation
Start From $193.94
 
Chicago Fireworks Dinner Cruise with Buffet Likely to Sell Out

Chicago Fireworks Dinner Cruise with Buffet

  • Chicago
  • Very Good77 reviews3.8

Our Signature Chicago 4th of July Fireworks Dinner Cruise is the ultimate way to kick off summer's b....

    Free Cancellation
    Start From $193.94
 
 

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

(5 of 60 reviews)

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront.  Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline... More

Free Cancellation
Private Tour
Start From $483.96
 
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago Likely to Sell Out

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chi....

  • Chicago
  • Superb60 reviews5

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....

    Free Cancellation
    Private Tour
    Start From $483.96
 
 

Chicago Private Sunset Sail on Lake Michigan

(5 of 24 reviews)

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront.  Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline... More

Free Cancellation
Private Tour
Start From $483.96
 
Chicago Private Sunset Sail on Lake Michigan Likely to Sell Out

Chicago Private Sunset Sail on Lake Michigan

  • Chicago
  • Superb24 reviews5

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....

    Free Cancellation
    Private Tour
    Start From $483.96
 
 

Chicago River Architectural Lunch Cruise

(4.2 of 30 reviews)

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afternoon on the Chicago River with dining, picturesque views, and a narrated architectural tour of the city. While onboard, you’ll enj... More

Free Cancellation
Private Tour
Start From $116.04
 
Chicago River Architectural Lunch Cruise Likely to Sell Out

Chicago River Architectural Lunch Cruise

  • Chicago
  • Exellent30 reviews4.2

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afterno....

    Free Cancellation
    Private Tour
    Start From $116.04
 
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