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976 reviews
To truly appreciate Chicago's famous skyline, admire it from the water on this top-rated Lake Michigan architecture cruise. While most sightseeing boats remain on the Chicago River, this one gives you a panoramic...read more
Taking safety measures
1–2 hours
Best Seller
from US$42.00
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500 reviews
If your feet need a break from the city streets, a short sightseeing cruise is the perfect way to see the best of Chicago without breaking a sweat. Offered regularly throughout the day, it’s easy to fit this tour...read more
Taking safety measures
40 minutes
Best Seller
from US$28.34
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180 reviews
See the beauty of Chicago from a new vantage point by going on this scenic cruise along the Chicago River and Lake Michigan shoreline. It’s a great way to spot multiple top Chicago landmarks in a short space of...read more
1–2 hours
from US$42.00
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172 reviews
Explore the lakefront districts of Chicago's North Side on a bike tour along quiet streets and waterside paths in the Windy City. You cover ground quickly as you pedal with your guide from Lake Shore Drive to the...read more
Taking safety measures
3 hours
from US$54.99
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409 reviews
Chicago offers amazing historical and culinary adventures, and this bike and food tour allows you to experience both while leaving the navigation to a guide. Hop on a provided bike and pedal around 13 miles (21...read more
Taking safety measures
4 hours
from US$89.99
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4 reviews
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Taking safety measures
3 hours
from US$54.99
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338 reviews
RXNjYXBlJTIwdGhlJTIwYnVzdGxlJTIwb2YlMjB0aGUlMjBjaXR5JTIwb24lMjBhJTIwc2FpbGJvYXQlMjB0b3VyJTIwdGhyb3VnaCUyMExha2UlMjBNaWNoaWdhbiUyMHdpdGglMjBhJTIwY29udmVuaWVudCUyMGRlcGFydHVyZSUyMGZyb20lMjBOYXZ5JTIwUGllci4lMjBUaGUlMjBjcnVpc2UlMjBvZmZlcnMlMjBwbGVudHklMjBvZiUyMGZyYW1lJUUyJTgwJTkzd29ydGh5JTIwcGhvdG8lMjBvcHBvcnR1bml0aWVzJTJDJTIwaW5jbHVkaW5nJTIwc3dlZXBpbmclMjB2aWV3cyUyMG9mJTIwdGhlLi4uread more
Taking safety measures
1–2 hours
from US$49.00
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38 reviews
U2V0JTIwc2FpbCUyMG9uJTIwTGFrZSUyME1pY2hpZ2FuJTIwYWJvYXJkJTIwYSUyMGx1eHVyeSUyMHlhY2h0JTIwZm9yJTIwYSUyMGdvdXJtZXQlMjBkaW5uZXIlMjBjcnVpc2UlMjB3aXRoJTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBmaXJld29ya3MlMjBkaXNwbGF5LiUyMER1cmluZyUyMHRoZSUyMDMtaG91ciUyMGNydWlzZSUyQyUyMHRoZSUyMGNyZXclMjBzZXJ2ZXMlMjBhJTIwMy1jb3Vyc2UlMjBwbGF0ZWQlMjBtZWFsJTIwd2l0aCUyMGRpc2hlcyUyMHByZXBhcmVkJTIwYnklMjB5b3VyLi4uread more
3 hours
from US$208.86
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29 reviews
V2F0Y2glMjBOYXZ5JTIwUGllcidzJTIwZmlyZXdvcmtzJTIwZGlzcGxheSUyMGZyb20lMjB0aGUlMjBkZWNrJTIwb2YlMjBhJTIwc2FpbGJvYXQuJTIwRHVyaW5nJTIwdGhpcyUyMDc1LW1pbnV0ZSUyMGNydWlzZSUyMG9uJTIwTGFrZSUyME1pY2hpZ2FuJTJDJTIwZ2V0JTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBjaXR5JTIwc2t5bGluZSUyMGxpdCUyMHVwJTIwYXQlMjBuaWdodCUyMGFuZCUyMHRoZSUyMGNvbG9yZnVsJTIwZmlyZXdvcmtzJTIwZXhwbG9kaW5nJTIwb3ZlciUyMHRoZS4uLg==read more
Taking safety measures
1–2 hours
from US$79.00
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3 reviews
Experience the Air & Water Show Aboard 148' Tall Ship Windy. This is a VIP Charter - Truly the Best Seat in Chicago. Leave our dock and motor to center stage for the best viewing of the Air & Water Show. A don’t...read more
Taking safety measures
3 hours
from US$139.00
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46 reviews
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1–2 hours
from US$39.00
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2 reviews
The famous Tall Ship Windy sunset sail is truly famous. Used in many world-reknown photos, backdrops for special events, weddings, or just an evening out, the sunset sail aboard one of the only four-mast Schooners...read more
Taking safety measures
1–2 hours
from US$49.00
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1 review
TGVhdmUlMjBiZWhpbmQlMjB0aGUlMjBwYXJraW5nJTIwd29lcyUyMGFuZCUyMHRyYWZmaWMlMjB0cm91YmxlcyUyMG9uJTIwdGhpcyUyMHByaXZhdGUlMjBDaGljYWdvJTIwc2lnaHRzZWVpbmclMjB0b3VyLiUyMEFmdGVyJTIwcGlja3VwJTIwZnJvbSUyMHlvdXIlMjBob3RlbCUyQyUyMHlvdSVFMiU4MCU5OWxsJTIwaGl0JTIwYWxsJTIwdGhlJTIwc3RvcHMlMjB5b3UlMjB3YW50JUUyJTgwJTk0eWVwJTJDJTIweW91JTIwY2FuJTIwY3VzdG9taXplJTIwdGhlbSVFMiU4MCU5NGZyb20lMjBXcmlnbGV5JTIwRmllbGQlMjB0byUyMCVFMiU4MCU5Q1RoZS4uLg==read more
Taking safety measures
3–4 hours
from US$268.00
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