Top Chicago Boat Tours

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  • 90-Minute Chicago River Architecture Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    90-Minute Chicago River Architecture Tour

    4527

    Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $42
    Details
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    $42
    Details
  • Chicago Architecture River Cruise
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Architecture River Cruise

    11538

    Experience one of the world’s most beautiful cities on a cruise down the historic Chicago River. On this architecture cruise, head down the main branch...
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     1 hour  Free Cancellation  Instant Confirmation
    from
    $47
    Details
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    $47
    Details
  • 45-Minute Chicago River Architecture Tour from Magnificent Mile
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    45-Minute Chicago River Architecture Tour from Magnificent Mile

    723

    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...
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     45 minutes  Free Cancellation  Instant Confirmation
    from
    $27
    Details
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    $27
    Details
  • Chicago Architecture Center River Cruise aboard Chicago's First Lady

    Chicago Architecture Center River Cruise aboard Chicago's First Lady

    1665

    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...
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     1 hour 30 minutes  Instant Confirmation
    from
    $57
    Details
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    $57
    Details
  • Chicago Lake and River Architecture Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Lake and River Architecture Tour

    1582

    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...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $42
    Details
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    $42
    Details
  • Chicago Sunset Cruise
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Sunset Cruise

    787

    The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
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    $44
    Details
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    $44
    Details
  • Lake Michigan Skyline Cruise in Chicago
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Lake Michigan Skyline Cruise in Chicago

    606

    Admire all of Chicago's fabulous lakefront sights and attractions on this Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of...
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     40 minutes  Free Cancellation  Instant Confirmation
    from
    $30
    Details
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    $30
    Details
  • Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

    402

    Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views, and...
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     1 hour 15 minutes  Free Cancellation  Instant Confirmation
    from
    $59
    Details
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    $59
    Details
  • 30 Minute Lake Michigan Speedboat Ride

    30 Minute Lake Michigan Speedboat Ride

    230

    Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to...
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     30 minutes
    from
    $41.59
    Details
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    $41.59
    Details
  • Chicago Small-Group City Tour with Optional Architecture River Cruise
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Small-Group City Tour with Optional Architecture River Cruise

    581

    Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with...
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     2 to 4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
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    $46.95
    Details
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    $46.95
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  • Educational Tour and Sail Aboard Chicago's Official Flagship Windy 148' Schooner
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Educational Tour and Sail Aboard Chicago's Official Flagship Windy 148' Schooner

    68

    The educational sail aboard Chicago's Official Flagship Windy departs at 11am Thursday thru Monday from Navy Pier. Leave the hustle and bustle behind, and enjoy...
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     1 hour 15 minutes  Free Cancellation  Instant Confirmation
    from
    $39
    Details
    from
    $39
    Details
  • Chicago by Night: 90 Minute River and Lakefront Cruise
    Likely to Sell Out

    Chicago by Night: 90 Minute River and Lakefront Cruise

    54

    Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night! Enjoy breathtaking views of the dramatic skyscrapers...
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     1 hour 30 minutes  Instant Confirmation
    Details
    Details
  • Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions

    Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions

    235

    Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 50%* off compared to buying individual attraction tickets. This multi-attraction pass, valid...
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     60 days  Free Cancellation  Instant Confirmation
    from
    $79
    Details
    from
    $79
    Details
  • Chicago Buffet Lunch Cruise on Lake Michigan

    Chicago Buffet Lunch Cruise on Lake Michigan

    214

    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...
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     2 hours
    from
    $68.78
    Details
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    $68.78
    Details
  • Chicago Premier Dinner Cruise on Lake Michigan

    Chicago Premier Dinner Cruise on Lake Michigan

    236

    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....
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     2 hours 30 minutes
    from
    $158.44
    Details
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    $158.44
    Details
  • Chicago Buffet Dinner Cruise on Lake Michigan

    Chicago Buffet Dinner Cruise on Lake Michigan

    248

    Our Chicago Signature Dinner Cruise is an unforgettable way to experience the city from the water. Spend your evening on Lake Michigan with dining, picturesque...
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     2 to 3 hours
    from
    $136.54
    Details
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    $136.54
    Details
  • Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

    50

    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...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $483.96
    Details
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    $483.96
    Details
  • Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago

    21

    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...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $483.96
    Details
    from
    $483.96
    Details
  • Best of Chicago Small Group Tour with Skydeck + Shoreline Cruise
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Best of Chicago Small Group Tour with Skydeck + Shoreline Cruise

    131

    Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests). Immerse yourself in Chicago’s distinct skyline with bold skyscrapers...
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     4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $215
    Details
    from
    $215
    Details
  • Chicago Skyline Sunset Sail Aboard Official Flagship of Chicago 148' S/V Windy
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Skyline Sunset Sail Aboard Official Flagship of Chicago 148' S/V Windy

    26

    The famous Tall Ship Windy sunset sail is truly famous. Used in many world-renown photos, backdrops for special events, weddings, or just an evening out,...
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     1 hour 15 minutes  Free Cancellation  Instant Confirmation
    from
    $59
    Details
    from
    $59
    Details
  • Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise
    Likely to Sell Out

    Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

    1

    Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beautiful lakefront. Kick back, relax, and let the...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $433.82
    Details
    from
    $433.82
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Chicago Boat Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Chicago Boat Tours are:

Q: What are the best kid-friendly options for Chicago Boat Tours Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Chicago Boat Tours are:

View all kid-friendly Tours →

Q: Which Chicago Boat Tours have Instant Confirmation?

A: Chicago Boat Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Chicago Boat Tours have Free Cancellation?

A: Chicago Boat Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: I need a ride! Which Chicago Boat Tours include Hotel Pickup?

A: No problem. These Chicago Boat Tours include Hotel Pickup:

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Q: Got any more Chicago trip ideas?

A: We sure do. Check out our curated lists of hand-picked Chicago Tours.

View all Chicago Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Chicago?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Chicago are:

View all tour styles in Chicago →