Water Tours in Chicago
Top 10 Best Chicago Water Tours
Found 36 Water Tours activities in Chicago. Sort by Popularity. - Page 2City Cruises: Chicago Fireworks Premier Dinner Cruise
A breathtaking evening of elevated dining and spectacular fireworks views awaits on our Fireworks Premier Dinner Cruise on Lake Michigan! There’s no better way to marvel at Navy Pier’s dazzling fireworks display than from an u... More
City Cruises: Chicago Fireworks Premier Dinner Cruise
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Chicago
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Good71 reviews3.2
A breathtaking evening of elevated dining and spectacular fireworks views awaits on our Fireworks Pr....
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
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
Private Tour
Likely to Sell Out Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
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Chicago
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Superb70 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Private Tour
Chicago's Fireworks Show aboard Tall Ship Windy!
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seats in town! Grab a cool drink from our full bar, relax, and enjoy a lei... More
Private Tour
Likely to Sell Out Chicago's Fireworks Show aboard Tall Ship Windy!
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Chicago
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Superb14 reviews4.8
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Na....
Private Tour
Chicago River Sunday Funday Mimosa or Bloody Mary Party Cruise
Sunday Funday Mimosa Cruise – Chicago’s Floating Tiki Bar Adventure! Sundays are Fun-Days aboard our vibrant floating tiki bar, Island TIme, where the drinks are cold, the vibes are high, and the views are iconic! Cruise down... More
Private Tour
Likely to Sell Out Chicago River Sunday Funday Mimosa or Bloody Mary Party Cruise
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Chicago
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Exellent26 reviews4.2
Sunday Funday Mimosa Cruise – Chicago’s Floating Tiki Bar Adventure! Sundays are Fun-Days aboar....
Private Tour
City Cruises Chicago: Seadog Fireworks Cruise
This summer, marvel at jaw-dropping views of the Chicago skyline illuminated by Navy Pier’s dazzling fireworks display from Lake Michigan on our Seadog Lakefront Fireworks Cruise. Every Saturday and Wednesday during the summer m... More
Private Tour
Likely to Sell Out City Cruises Chicago: Seadog Fireworks Cruise
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Chicago
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Exellent24 reviews4.3
This summer, marvel at jaw-dropping views of the Chicago skyline illuminated by Navy Pier’s dazzli....
Private Tour
Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"
Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This is a relaxing sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air! Fun for all ... More
Private Tour
Likely to Sell Out Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"
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Chicago
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Superb20 reviews4.8
Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This ....
Private Tour
Chicago Skyline Tiki Chic Party Cruise on Lake Michigan
Set sail on our flagship vessel, where style meets comfort in a Tiki Chic atmosphere. Your adventure begins on the iconic Chicago Riverwalk, where you’ll board a beautifully appointed boat featuring two climate-controlled decks,... More
Private Tour
Likely to Sell Out Chicago Skyline Tiki Chic Party Cruise on Lake Michigan
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Chicago
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Very Good27 reviews3.8
Set sail on our flagship vessel, where style meets comfort in a Tiki Chic atmosphere. Your adventure....
Private Tour
City Cruises Chicago: Signature Brunch Cruise on Lake Michigan
Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is as scenic as it is delicious! You'll savor a chef-prepared buffet and bottomless mimosas while in our comfortable indoor areas. Ma... More
Private Tour
Likely to Sell Out City Cruises Chicago: Signature Brunch Cruise on Lake Michigan
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Chicago
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Exellent3 reviews4.3
Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is ....
Private Tour
City Cruises Chicago: Premier Lake Michigan Brunch Cruise
Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll indulge in a chef-prepared buffet meal featuring savory and sweet classics, bottomless mimosas, top-notch service, and breathtaking v... More
Private Tour
Likely to Sell Out City Cruises Chicago: Premier Lake Michigan Brunch Cruise
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Chicago
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Very Good26 reviews3.8
Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll ind....
Private Tour
Chicago City Boat Tours
Set sail for an unforgettable experience on the water with private boat tours and captained rentals along the Chicago River and Lake Michigan. Whether you're looking to explore the city’s historic waterways or enjoy a relaxing c... More
Private Tour
Likely to Sell Out Chicago City Boat Tours
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Chicago
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Exellent5 reviews4.2
Set sail for an unforgettable experience on the water with private boat tours and captained rentals ....
Private Tour
Likely to Sell Out Chicago River Fireworks Cruise
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Chicago
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Good3 reviews3.3
Enjoy the Navy Pier Fireworks from the Chicago River. A brief version of Wendella's Lake Michigan Fi....
Private Tour
Chicago Air and Water Show VIP Cruise or Skydeck Experience
Chicago Air and Water Show 2025 Great for friends & family! PLEASE READ CAREFULLY Experience Chicago’s Air & Water Show from the Best Seat on the Lake! 10AM SAIL: Our first sail will depart at 10am sharp. Our first event wil... More
Private Tour
Likely to Sell Out Chicago Air and Water Show VIP Cruise or Skydeck Experience
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Chicago
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Superb2 reviews5
Chicago Air and Water Show 2025 Great for friends & family! PLEASE READ CAREFULLY Experience Chic....
Private Tour
Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental
Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary flavors with its most iconic landmarks. Savor Chicago Pizza, Hot Dogs, It... More
Private Tour
Likely to Sell Out Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental
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Chicago
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Superb2 reviews5
Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food....
Private Tour
Likely to Sell Out Monday Night Concert Series: Blues and Views Aboard Tall Ship
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Chicago
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Superb2 reviews5
Book early, as these tend to sellout! you are free to move about the ship, while the music plays, ev....
Private Tour
Glow and Glide Paddleboard Sunset Experience Chicago
Explore the Chicago River like never before on this one-of-a-kind motorized paddleboard adventure. Without the need for constant paddling, you can glide effortlessly across the water and take in the Chicago skyline as your board i... More
Private Tour
Likely to Sell Out Glow and Glide Paddleboard Sunset Experience Chicago
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Chicago
Explore the Chicago River like never before on this one-of-a-kind motorized paddleboard adventure. W....
Private Tour
Chicago Shoreline Adventure Boat Tour
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Bei... More
Private Tour
Likely to Sell Out Chicago Shoreline Adventure Boat Tour
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Chicago
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Superb38 reviews5
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our ....
Private Tour