Chicago Dinner Cruise





Duration
Free cancellation
Book now, pay later
Meals included
Beth J
Karla J
Localzo J
Michael S
Andres M
Brianna J
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Enjoy a 2.5-hour cruise on the Chicago River and Lake Michigan with a gourmet dinner and live entertainment onboard.
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Relax in a climate-controlled interior deck while enjoying scenic views of Chicago’s skyline and architecture.
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Enjoy a chef-prepared meal as you take in the breathtaking views of Chicago's skyline and iconic architecture.
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Live curated entertainment, along with an onboard bar with beverages available for purchase, enhances your dining experience, making it perfect for special occasions.
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Choose between a Chicago River cruise with a plated gourmet dinner, a Lake Michigan cruise with a plated gourmet dinner, or a Lake Michigan cruise with a buffet dinner.
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2.5-hour sightseeing and dinner cruise on the Chicago River and Lake Michigan
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Plated gourmet dinner with modern American cuisine (Menu) (as per option selected)
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Plated 3-course dinner with contemporary American cuisine (Menu) (as per option selected)
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Buffet dinner with global fusion cuisine (Menu) (as per option selected)
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Sightseeing and twilight views of the Chicago skyline
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Live onboard entertainment
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Climate-controlled interior deck
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Accommodation for dietary restrictions to the best of the crew's ability
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Onboard bar with cocktails, wine, and beer (available for purchase)
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Alcoholic beverages (available for purchase onboard)
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Transportation to/from the departure location
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Additional purchases onboard not included in your ticket
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- TOTAL DURATION3 hours - 3 hoursMODE OF TRANSFERCruise Ship
1 Boarding point
Chicago River Esplanade
Sights covered

Tribune Tower

Wrigley Building

Merchandise Mart

Civic Opera House

Willis Tower

Wolf Point

Marina City

DuSable Bridge

Aon Center

Trump International Tower

Navy Pier
TOTAL DURATION2 hours 30 minutes - 3 hoursMODE OF TRANSFERCruise Ship1 Boarding point
Navy Pier
Get directionSights covered

Chicago Harbor Lighthouse

Willis Tower

John Hancock Center

Aqua Tower

The St. Regis Chicago

Marina City

Lake Point Tower

Harbor Point

340 on the Park

Adler Planetarium

Soldier Field

Shedd Aquarium

Fireworks display
TOTAL DURATION2 hours - 3 hoursMODE OF TRANSFERCruise Ship1 Boarding point
Navy Pier
Get directionSights covered

Willis Tower

John Hancock Center

Aon Center

Shedd Aquarium

Field Museum

Adler Planetarium

Soldier Field

Buckingham Fountain

Grant Park

Marina City

Wrigley Building

Tribune Tower

Chicago Harbor
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
- 248 reviews4.6
How do we collect reviews?
These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
197221856Guests from Mexico, United Kingdom, Canada and over 9 countries have loved this experienceWhat our guests say
TThomas L
CoupleVerified bookingLast week4/5The 4 rating I gave you is actually misleading. The experience was a 4, but you started out at 3 due to the backdrop and boat being perfect... which was little to no-doing on your service end. The wait staff was ok, not good, not great. Ok. The food was below average, felt like we were being fed wedding buffet food that was cooked half-assed and barely seasoned. Cheesecake was great, but I'm guessing that they were purchased, not baked by your company. Regarding the sound/entertainment, this was embarrassing. First, you implied an architectural tour of the river... not one thing was mentioned, this was actually a bit of fraud in my opinion, you literally had 0 entertainment. It was us just floating down the river and coming back. Cool, but not what you marketed... almost asked for my money back on that. Then there was the sound, Jesus Christ... what a horrible, distorted, muffled, ridiculous experience you offer. I am an audio engineer and multimedia professional, and it was laughable how bad this was. Without the amazing backdrop and boat, you'd get a 1 star. The ambiance and vibe is obviously what's carrying your business, but charging essentially 200+ a person, to me, deserves a better experience on your end.MMichael S
GroupVerified booking2 weeks ago5/5The crew and servers very friendly. Our host could have checked on us. The second half only saw him once. He still did a great job and I gave a 20 tip to him. The food was delicious, everything was clean and tiddy. One thing caught my eye though. I had called about dress code. My wife dress, me suit and tie. Our daughter jeans and a blouse at least. I was told on the phone dress smart casual. One male guest had a sleeveless tank undershirt. So aside from seeing his arm pits it truly was an amazing experience. I didn't mention to the crew. It wasn't the end of the world. I'm sure we will return for another dinner cruise. Over all great value for a wonderful evening. The fuzeball table was a great surprise. The DJ was very friendly and engaging. The crowd like myself a bunch of sitters not dancing. We danced one slow song though. My wife had a tough time dancing with the boat motion. She lovesto dance normally. Thank you very much. I will highly recommend to all my friends to try.JJames F
CoupleVerified bookingLast week4/5The food, views, drinks and music. I have to say that almost all servers didn't appear to be enjoying their job. Very few smiles, not much conversation. Our server came right away to take our order when we wanted to start with a cocktail first. He then proceeded to go to two other tables before taking our drink order. I understand they have a schedule to stay on, but it took forever to get a drink after we told him we didn't want our food right then. It's still a wonderful cruise to take while visiting Chicago. This was our 3rd or 4th time to go. The views are amazing. Highly recommend! Because we have been and have taken pictures in the past, I did not take pictures this time.AAngel A
FamilyVerified booking6 days ago4/5Experience was adequate, most of the staff was friendly. The table servers had a lot of tables to cover, so they were in a rush to take your orders and serve you. We had a party of 7 and while we didn't go unattended frequent visit to see how we were doing were few and far between. They came by with a bread basket once! Food portions were small reminded me of a "Factor Meal" All in all for the price you pay to be on the ship I felt hustled.AAndres M
CoupleVerified booking2 weeks ago5/5The Chicago Dinner Cruise was an absolutely magical experience! The views of the skyline from the water were breathtaking, especially as the sun set and the city lights began to sparkle. The dining experience exceeded my expectations with delicious food and great service throughout the evening. It was the perfect atmosphere for a special night out. I highly recommend this to anyone looking to enjoy the beauty of Chicago from a unique perspective!
What to bring
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A valid ID is required for guests aged 21 and above to access the onboard bar.
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It’s recommended to carry a light jacket or wrap, as the open-air deck can get breezy.
What's not allowed
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Bringing outside food or beverages on board is not permitted.
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Weapons of any kind are strictly prohibited on the cruise.
Additional information
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Boarding begins 30 minutes prior to departure from Monday to Saturday, and 45 minutes before departure on Sundays.
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Guests should arrive at least 45 minutes early for check-in and boarding, and allow an additional 30 minutes for parking and reaching the boarding location.
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Cruise timings may vary, so refer to the cruise calendar and your email confirmation for the most accurate schedule.
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This is a seasonal experience and may be affected by weather conditions.
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Menu offerings are subject to change depending on seasonal availability.
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- Your voucher will be emailed to you shortly.
- Display the voucher on your mobile phone with a valid photo ID at the starting point.
- Please check your final voucher for the starting point details & specific instructions.
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