Chicago
Cruises, Sailing & Water Tours

Chicago : Cruises, Sailing & Water Tours

Chicago Architecture River Cruise

478 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

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

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

Chicago Dinner Cruise

23 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

28 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

Chicago City Tour and Chicago River Cruise

49 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

Lake Michigan and Chicago River Architecture Cruise by Speedboat

69 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

Water Taxi in Chicago

8 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 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 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