Lunch Cruises

Chicago Lunch Cruise

4.8/5(15)

Rhonda H

Couple

Verified booking

Jul 2026

I had an AMAZING time. The wait staff was ver professional, the food was awesome, entertainment was enjoyable, the facilities very neat and clean. I am recommending my family have a reunion on one of your vessels.

Robert M

Group

Verified booking

Jul 2026

The crew was the best! Everyone was extremely friendly and helpful especially with the rain shower before boarding. Food was terrific and the DJ was the best! Thanks for a great experience!

Brandon T

Couple

Verified booking

Jun 2026

The trip was amazing. My girlfriend was not expecting the birthday cake after her meal. That alone was enough to make the day with it. The service was friendly,the food was amazing and the vibes from the DJ were perfect. Great views and great drinks too. The boar was smooth as well,couldn't really tell we were on the water. Plus we got their slightly late and they still let us board. You all made my gfs birthday extremely meaningful. Thank you all so much!!

Tangala P

Group

Verified booking

Jun 2026

The cruise itself was so nice. The staff, the ship, the music and Mr. Clayton Ramsey was phenomenal!! We appreciate the warm hospitality and patience that was shown to all the passengers. In addition: Mr. Ramsey we appreciate the patience and courtesy to allow my group of 10 to have the best experience for our sister's birthday!! Thank you City Cruise!!!! We will be back!

Melinda P

Couple

Verified booking

Jun 2026

Our server(Linda) made the short cruise memorable. The confusing part was which cruiser to get on. Additionally, our QR codes did not work as the cruiser staff did not have a working reader. The booking process with Headout was smooth.

Yonteida C

Couple

Verified booking

Jun 2026

This was my first time on a cruise of this magnitude. I thought I would be very nauseous but I wasn't. I loved everything about the cruise the ambiance, the staff, the DJ and the food. The overall price. I thoroughly enjoyed myself.

Enjoy a 2-hour lunch cruise on Lake Michigan and the Chicago River with a chef-curated menu and live entertainment.

Relax in climate-controlled interior decks with guaranteed seating for your party size.

Savor freshly prepared entrees, appetizers, and desserts with unlimited coffee, tea, and water.

Admire spectacular views of the Chicago skyline, including the Willis Tower and Adler Planetarium.

Alcoholic beverages, creative cocktails, wine, and beer are available for purchase from the fully stocked bar.

2-hour sightseeing and lunch cruise on the Chicago River and Lake Michigan

Plated gourmet lunch with seasonal American cuisine (Menu) (as per option selected)

Plated 3-course lunch with contemporary American cuisine (Menu) (as per option selected)

Buffet lunch with global fusion cuisine (Menu) (as per option selected)

Sightseeing views of the Chicago skyline

Live onboard entertainment

Climate-controlled interior deck

Accommodation for dietary restrictions to the best of the crew's ability

Onboard bar with cocktails, wine, and beer (available for purchase)

Architecture cruise on the Chicago River (as per option selected)

Live narration onboard with expert commentary (as per option selected)

Alcoholic beverages (available for purchase onboard)

Transportation to/from the departure location

Additional purchases onboard not included in your ticket

TOTAL DURATION2 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Navy Pier
Get direction
Sights 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 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Navy Pier
Sights 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
TOTAL DURATION2 hours - 3 hours
MODE 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

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

15 reviews
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.
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What our guests say
Rhonda H
Couple
Verified booking
Jul 2026
I had an AMAZING time. The wait staff was ver professional, the food was awesome, entertainment was enjoyable, the facilities very neat and clean. I am recommending my family have a reunion on one of your vessels.
Robert M
Group
Verified booking
Jul 2026
The crew was the best! Everyone was extremely friendly and helpful especially with the rain shower before boarding. Food was terrific and the DJ was the best! Thanks for a great experience!
Mwangala T
Group
Verified booking
Aug 2026
Best experience ever we're definitely doing this again
Tangala P
Group
Verified booking
Jun 2026
The cruise itself was so nice. The staff, the ship, the music and Mr. Clayton Ramsey was phenomenal!! We appreciate the warm hospitality and patience that was shown to all the passengers. In addition: Mr. Ramsey we appreciate the patience and courtesy to allow my group of 10 to have the best experience for our sister's birthday!! Thank you City Cruise!!!! We will be back!
Craig F
Couple
Verified booking
Jul 2026
Everyone was friendly and the atmosphere and food was great for our 35th anniversary.

What to bring

A valid ID is required for guests aged 21 and above who wish to purchase beverages from the onboard bar.

Bring a light jacket, as it can get breezy while onboard.

Sunglasses or a hat are recommended to protect against afternoon glare.

What’s not allowed

Outside food and beverages are not permitted.

Weapons of any kind are strictly prohibited on the cruise.

Additional information

Boarding starts 45 minutes prior to the scheduled cruise time.

Cruise timings may vary slightly, so refer to your email confirmation for the most accurate schedule.

Infants under the age of two can cruise free with a prior reservation.

This is a seasonal experience and may be subject to weather conditions.

Menu offerings may change based on seasonal availability.

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.