Chicago
Cruises, Sailing & Water Tours

Chicago : Cruises, Sailing & Water Tours

Chicago Architecture River Cruise

498 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 1 hour 15 minutes (approx.)
From $31.75

Chicago Dinner Cruise

25 reviews

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

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From $122.26

Chicago Sunset Dinner Cruise with Buffet

31 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From $99.14

Lake Michigan Sightseeing Cruise

4 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 40 minutes (approx.)
From $18.53

Lake Michigan and Chicago River Architecture Cruise by Speedboat

73 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 75-minutes
From $37.00

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

4 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 6 hours (approx.)
From $124.99

Water Taxi in Chicago

9 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: Varies
From $23.00

Lake Michigan Speedboat Ride

13 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 30 minutes (approx.)
From $26.60

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. More info

  • Location: Chicago, Illinois
  • Duration: 1 hour (approx.)
From $40.49

Chicago Lunch Cruise

8 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 2 hours (approx.)
From $70.58

Chicago Brunch Cruise

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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 2 hours (approx.)
From $88.26

Chicago City Tour and Chicago River Cruise

51 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 4 hours (approx.)
From $58.00