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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Architecture River Cruise

    3011

    Experience one of the world’s most beautiful cities on a 60-minute cruise on the historic Chicago River.
    ... Read More

     1 hour  Instant Confirmation
    from
    $38.85
    Details
    from
    $38.85
    Details
  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago City Minibus Tour with Optional Architecture River Cruise

    131

    Enjoy Chicago’s famous sights (now including Wrigley Field) and fabulous views on this award-winning small-group sightseeing tour of the city.
    ... Read More

     2 to 4 hours  Hotel pickup offered  Instant Confirmation
    from
    $39.95
    Details
    from
    $39.95
    Details
  • Spirit of Chicago Sunset Dinner Cruise with Buffet

    93

    Celebrate a night out in Chicago with dinner, and sightseeing aboard a three-hour luxury cruise on Lake Michigan.
    ... Read More

     3 hours  Instant Confirmation
    from
    $112.74
    Details
    from
    $112.74
    Details
  • Chicago Odyssey Dinner Cruise

    52

    Expect the exceptional on this 2.5-3 hour premier Chicago dinner cruise experience.
    ... Read More

     3 hours  Instant Confirmation
    from
    $108.66
    Details
    from
    $108.66
    Details
  • Go Chicago Explorer Pass with SkyDeck and 360 Chicago

    171

    Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 45% on ticket prices.
    ... Read More

     60 days  Instant Confirmation
    from
    $66
    Details
    from
    $66
    Details
  • Spirit of Chicago Lunch Cruise with Buffet

    2

    With the sunshine reflecting off the lakefront, there’s no better place to enjoy an afternoon in Chicago than aboard a Spirit lunch cruise.
    ... Read More

     2 hours  Instant Confirmation
    from
    $74.66
    Details
    from
    $74.66
    Details
  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Lake Michigan Sightseeing Cruise

    120

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

     40 minutes  Instant Confirmation
    from
    $25.07
    Details
    from
    $25.07
    Details
  • Chicago Odyssey Lake Michigan Lunch Cruise

    21

    Welcome aboard Chicago's largest luxury yacht at Navy Pier!
    ... Read More

     2 hours  Instant Confirmation
    from
    $88.26
    Details
    from
    $88.26
    Details
  • Chicago City Tour and Chicago River Cruise

    92

    Discover Chicago from both land and water on this scenic half-day tour.
    ... Read More

     4 hours  Instant Confirmation
    from
    $76.95
    Details
    from
    $76.95
    Details
  • Odyssey Chicago River Dinner Cruise

    1

    Discover fine dining, upscale entertainment and unparalleled riverfront views aboard the brand new Odyssey Chicago River! The Odyssey Chicago River is a brand new, glass enclosed boat, exclusively on the Chicago River – being the first of its kind!  This beautiful glass ship provides panoramic views of the Chicago River and its famous architecture right from your table all year round!  Included is 3-course plated meal, entertainment, outdoor lounge, high-end table side service, and 3-hour cruise with the best views of the Chicago River!
    ... Read More

     3 hours  Instant Confirmation
    from
    $169.86
    Details
    from
    $169.86
    Details
  • Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago

    4

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

     2 hours  Instant Confirmation
    from
    $427.28
    Details
    from
    $427.28
    Details
  • Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

    2

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

     2 hours  Instant Confirmation
    from
    $427.28
    Details
    from
    $427.28
    Details
  • Chicago Land and River Architecture Tour: North and South Shores

    1

    This is a comprehensive tour of everything Chicago has to offer.
    ... Read More

     3 hours 30 minutes  Instant Confirmation
    from
    $92.95
    Details
    from
    $92.95
    Details
  • Chicago Odyssey Lake Michigan Brunch Cruise

    12

    There is no better way to see Chicago than from the waters of Lake Michigan.
    ... Read More

     2 hours  Instant Confirmation
    from
    $108.66
    Details
    from
    $108.66
    Details
  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Real Pirates of the Inland Seas: Chicago Pirate-Themed Sailboat Tour

    3

    Take in the world-famous skyline of the Windy City from the water, and enjoy a leisurely trip on Lake Michigan.
    ... Read More

     1 hour 15 minutes  Instant Confirmation
    from
    $40.46
    Details
    from
    $40.46
    Details
  • Chicago River Cruise

    1

    See Chicago the Island Party way.
    ... Read More

     1 hour 15 minutes  Instant Confirmation
    from
    $32
    Details
    from
    $32
    Details
  • Chicago Land and River Architecture Tour: Historic South Side

    This tour will take you past all the sights of Chicago’s Historic South Side.
    ... Read More

     3 hours 30 minutes  Instant Confirmation
    from
    $73.95
    Details
    from
    $73.95
    Details
  • Chicago River Fireworks Cruise

    See Chicago the Island Party way.
    ... Read More

     75 to 90 minutes  Instant Confirmation
    from
    $40
    Details
    from
    $40
    Details
  • Private Chicago City Mini Bus Tour

    Don’t miss Chicago’s famous sights (now including Wrigley Field!) and fabulous views on this award-winning private sightseeing tour of the city.
    ... Read More

     2 hours 30 minutes  Hotel pickup offered
    from
    $250
    Details
    from
    $250
    Details
  • Lakefront Fireworks Cruise in Chicago

    See Chicago the Island Party way.
    ... Read More

     75 to 90 minutes  Instant Confirmation
    from
    $32
    Details
    from
    $32
    Details
  • Chicago Architecture Boat Tour

    Marvel at the magnificent architecture on the Chicago River with expert tour guides!
    ... Read More

     1 hour 30 minutes  Instant Confirmation
    from
    $35
    Details
    from
    $35
    Details
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