Category Sunset, Night & Party Cruises

Chicago · SUNSET, NIGHT & PARTY CRUISES

The 8 Sunset, Night & Party Cruises in Chicago Worth Booking

8 reviewed

This is the shortlist we would hand a friend: the 8 sunset, night & party cruises worth booking in Chicago, each with its price, its verdict, and the one thing to know before you commit.

Lake Michigan Sunset Cruise in Chicago

Lake Michigan Sunset Cruise in Chicago - Price and Time Value: What $45 Buys You

1.Lake Michigan Sunset Cruise in Chicago

★★★★★★★★★★4.5 · 1,520 reviews · 1 hour 30 minutes (approx.) · from $45Our pick

Sunset cruise from the Chicago River to Lake Michigan with skyline views, warm lounge, and a full bar on a 1.5-hour Wendella ride.

“Beautiful boat ride and would highly recommend. Convenient to get to by taxi or walk from where we stayed on Monroe Street. Did get a little bumpy.”

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Chicago: 1.5-Hour Scenic Sunset Lake Cruise

Chicago: 1.5-Hour Scenic Sunset Lake Cruise - The river-to-lake route: what you’ll see and when

3.1.5-Hour Scenic Sunset Lake Cruise

★★★★★★★★★★4.7 · 739 reviews · 1h 30m · from $45

Take a 90-minute Chicago sunset cruise on Lake Michigan via the Chicago Lock, with skyline views, onboard bar, and guaranteed boarding.

“I’m very happy and satisfied. Guide was speaking bit too fast which was hard too follow the whole speech.”

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Chicago: Architecture Boat Tour with Drinks

Chicago: Architecture Boat Tour with Drinks - Getting there fast: 465 N McClurg Ct and Ogden Slip

4.Architecture Boat Tour with Drinks

★★★★★★★★★★4.7 · 466 reviews · 1h 30m · from $42Best value

A 90-minute Chicago River architecture boat tour with guide-led stories and included coffee, tea, lemonade, water, and soft drinks for $42.

“Bery good and informative tour. I can highly recommend this tour to everybody who comes to Chicago.”

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Chicago By Night River & Lake Cruise

Chicago By Night River & Lake Cruise - Price and value: what $45 buys you in real terms

5.Chicago By Night River & Lake Cruise

★★★★★★★★★★4.5 · 236 reviews · from $45

A 1.5-hour Chicago River and Lake Michigan night cruise for $45, with live narration, skyline views, and Buckingham Fountain at night.

“Beautiful sites very informative I never knew about the locking system in Chicago I would love to do it again”

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Chicago River: Guided Sunset Cocktail & Architecture Tour

Chicago River: Guided Sunset Cocktail & Architecture Tour - Over 50 Buildings Explained by Award-Winning Docents

6.Chicago River: Guided Sunset Cocktail & Architecture Tour

★★★★★★★★★★4.6 · 203 reviews · 1h 30m · from $68

A 90-minute Chicago River sunset cruise with architecture talk, an included cocktail, and views of lit-up skyscrapers plus 100-year-old bridges.

“This activity was one of my most favorite experiences of my trip to Chicago. Very cheat compared to all other activities, best money I spent during my stay! The amount of information and history that the guide new was amazing! The sunset cruise with the downtown lights was breathtaking!”

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Chicago River Cocktail Cruise

Chicago River Cocktail Cruise - Michigan Avenue Bridge And The Bastille Bridges Underpass

7.Chicago River Cocktail Cruise

★★★★★★★★★★4.5 · 86 reviews · from $49

A 90-minute Chicago River cocktail cruise with live architecture narration, included drinks, and skyline views near Magnificent Mile.

“This cruise was not a cocktail cruise, it was a snooze fest. I was not accepting to learn about the architecture of Chicago. I would not recommend this cruise for anyone. This was false advertisement.”

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