late night booze cruise chicago reviews

8 Best Chicago Booze Cruise Events Happening This Weekend

Take a trip down the Chicago river and on Lake Michigan, all while enjoying some cocktails, music, and a memorizing view!

Is there a better way to spend a summer afternoon than cruising around the Chicago River with some boozy drinks ? We think not! Now that summer humidity is upon us, it’s time to grab your crew and hit Lake Michigan for all-around blissful entertainment. This is the perfect time to set sail on a Chicago booze cruise if you enjoy sipping on tasty cocktails , dancing the evening awa y, and taking in Chicago’s majestic skyline.

1. Swiftie Booze Cruise 

Attention all Swifites—have you ever just wanted to shake it off on the Chicago River? While Taylor Swift takes her tour internationally, you can pretend you left Chicago for a few hours as you listen to all your favorite T-swift songs to Lake Michigan. Enjoy music, drinks, and great company as you take in breathtaking city views through the river and into the lake.

📍 Location : 900 S Wells St, Chicago

👤 Age requirement : 21+ with valid ID

🎫: Purchase tickets to the Swiftie Booze Cruise here

2. Labor Day Sunday Funday Sunset Booze Cruise

Celebrate Labor Day the right way with a fun party cruise on the Chicago River. On this booze cruise, you’ll sail all along the river until you reach Lake Michigan, where you’ll dance the night away to your favorite tunes. With some of Chicago’s best house music artists and two fully-stocked bars, you’ve got everything you need to make a memorable Labor Day weekend.

📍 Location : 900 S. Wells St., Chicago

🎫 Purchase tickets to Labor Day Booze cruise here

3. Boozy Brunch Cruise

Prepared to be enthralled with the Chicago aroma—the city and the delectable scents of a morning brunch—all while becoming slightly tipsy from the endless mimosas. If that doesn’t convince you, the Dj’s electrifying beats just might. Think about it—as you soar down the river, the wind in your hair, you’ll be frocking with dazzling skyline views and delightful music. This Chicago booze cruise will have your taste buds in overdrive while catering to your rumbling stomach. 

📍 Location : TBD

👤 Age requirement : None

♿ Accessibility : Wheelchair Accessible

🎫 Get your tickets to Chicago Signature Brunch Cruise here

4. The Lake House Day

Save the trip to Michigan, Wisconsin, or another small town near Chicago for another day because, believe it or not, your party lake day awaits you on the Chicago River. This Chicago booze cruise will have intoxicating house music reverberating on the boat. As you admire breathtaking views , you’ll be swinging and turning with delicious drinks in your hands. It will probably be hard to get off this Chicago booze cruise.

📍 Location : 900 South Wells Chicago, Illinois, 60607

🎫 Get your tickets to “The Lake House” Day Cruise here

 5. Sunday Funday Booze Cruise

Have you ever stayed up until sunrise, still slightly inebriated, and thought to yourself, “How do I keep the party going?” Your wishes have been answered—set sail and experience the ultimate party at the Sunday Funday Booze Cruise . Once stepping aboard, the music will blare, and you’ll be dancing to a DJ’s mix of songs you can’t get out of your head—all of this and multiple cocktails in hand. There is no slowing down on this Chicago booze cruise as you speed through the river and watch Lake Michigan glimmer.

📍 Location : 9 00 South Wells Chicago, Illinois, 60607

🎫 Get your tickets to Sunday Funday Booze Cruise

6. Sights & Sips 

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If house music isn’t your thing, and you want to experience a more decadent booze cruise, Sights & Sips is the place to go. This cocktail cruise has creative cocktails, wine, beer, and a full list of scrumptious Hors D’oeuvers, including bruschetta, skewers, a Mediterranean station, and more. For a few hours, you can cosplay guests from Below Deck and enjoy being catered to as revel in Chicago’s views.

📍 Location : River Esplanade 455 N Cityfront Plaza Drive Chicago, IL

👤 Age requirement : none

🎫 Get your tickets to Sights & Sips here

7. Chicago River Architecture

Boozy history is one of our favorite activities—is there anything better than spending the day sailing down the river, learning about the architecture with a drink in hand? The Chicago Lake and River Architecture Tour  happens to have all that and is one of our favorite tours.

📍 Location : 400 N Michigan Ave Suite C100, Chicago, IL , 60611

🎫 Get your tickets to Chicago Lake and River Architecture Tour here

8. Floating Tiki Bar Cruise

In Chicago, we’re one of the few cities where we can dig our toes beneath the sand and jump into the waves to cool off; even with humidity at an all-time high, we’re still far from a tropical paradise with palm trees and coconut-sippy cups.

However, one way is to head to a tiki oasis without spending hundreds on a plane ticket. At this floating tiki bar, you can cruise down the Chicago River while soaking in tropical tunes and the city’s stunning architecture.

This is a unique tiki Chicago booze cruise experience, from bascule bridges to the Tower buildings. 

📍 Location : 355 Chicago Riverwalk, 60601

👤 Age requirement : 21+ with valid ID to consume alcohol

♿ Accessibility : Not Wheelchair Accessible

🎫 Get your tickets to the Floating Tiki Bar Cruise here

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Awesome booze cruise! - Anita Dee Yacht Charters

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• Illinois (IL)    
• Chicago    
• Chicago - Things to Do    
• Anita Dee Yacht Charters

Buyer beware of this company's cruises. If you'll enjoy it all depends on what you're looking for... read more

*initially put on Yelp* Went on a cruise twice now with Anita Dee Yacht Charters and it was... read more

Awesome booze cruise!

Enjoyed the booze cruise, amazing views, great drinks and the DJ had everyone dancing! I can't wait to cruise with Chicago Party Boat again!

We went on this boat for a 3 hour booze cruise down the river on the weekend of St. Patrick’s Day! The upper deck was fantastic with great views and comfortable seating. The lower deck had plenty of seating and was heated which was a major bonus. There was a dance floor and bar, the DJ was great! There are 2 restrooms for each gender and they were nice for being on a boat. I would highly recommend for a cruise down the river!

Sooooo much fun!!!!! 😃 My boyfriend and I enjoyed ourselves. The music and drinks were on point! We danced and laughed the night away. I can honestly say it was one of the best experiences I’ve ever had. The water and the night lights looked so beautiful. I look forward to doing it again. Definitely gets a 10 out of 10 from us. 🙂

If you are considering this cruise line.... DONT... We have used this cruise line before. It’s been nothing but a let down. This years experience however has made us decide to never come back. We showed up for st Patrick’s day cruise. We were told that we wouldn’t be leaving the port. The boat was not busy at all and it’s our opinion they didn’t sell enough tickets to cover the expense of leaving the dock. We drove an hour and a half to be here and get great views of the city. Sitting at the dock listening to loud lake shore drive and constant construction noise from under the bridge is not what you pay for. The staff was not accommodating for an issue we had with one of our tickets as well and charged an Emory our surcharge at the gate for a boat that wasn’t even leaving the port. If we hadn’t drove so far we would have walked out right then. Anyways. If by chance you decide to suffer a trip with this miserable company please don’t order lemonade as a mixer. It tastes like lemon pledge. We have a group of over 10 and we will be sure to take our business elsewhere.

I signed up to do the family friendly cruise on New Year's Eve. This boat is VERY hard to find, cabbie could not find it, guards at Navy Pier did not know, so we got let out a mile away and had to walk, in the rain. On boat: extremely loud music,no way you could speak to others. Had to scream in their ear. Music never stopped,between songs, just went into another and it was all music for teens (I guess), music I did not know anyway. We were told to bring no food, but there was none on board. Do these people know that some folks have diabetes etc. So, nothing but drinks to buy. Since it was cold, foggy, rainy, you could not see OUT the windows and it was too miserable to go out. If you were not a dancer (we are not), there was nothing to do but sit. And watch the dancers. YOu could not converse as music was horrendously loud.A log 2 1/2 hours for sure. Will not do it again.

We were visiting the area to see FSU play Notre Dame. Gameday Excursions arranged for the charter of the yacht for our group. Open bar and DJ included. Thanks goodness there was enclosed (heated) areas as it snowed that morning and the temperature was in the low 30's. Despite the weather, and due to the group of FSU fans on board, it was a very enjoyable ride out to the Lake, including going in and out of the lock.

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Island Party Boat

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Review Highlights

“ We've had exceptional times on all the boats, but especially today with Captain Diane on the Do'Vero. ” in 7 reviews

“ We were able to eat, play, party, slide , drink, and see the beautiful city view from the water! ” in 11 reviews

“ I recommend this rental company to everyone who is looking for a fun boat ride experience in the city! ” in 3 reviews

Location & Hours

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400 E Monroe St

Chicago, IL 60603

Harbor Dr & United States Highway 41

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About the business.

Welcome to Chicago, Island Style! 12 different Power, Sail & Polynesian themed boats, ranging from 2 to 120 people. Some Boats feature waterslides, full tiki bars, premium sound systems and Nui (much) island feel! We also offer daily Chicago River cruises from our Riverwalk location, Island Party Hut Tiki Bar and Grill. …

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After a successful first trip on the river with Island Party Boat, we decided to try out the lake boat cruise on our next trip to Chicago. Our favorite part of cruising with Island Party Boats is that there's no annoying announcements or tour. Just sit back, chat with your friends, grab a drink at the short line, and enjoy! Sunday was deemed Sunday funday which meant $2 Mimosas and $5 bloody Mary's. On the lake boat cruise you go through the lock and dam and there's some pretty good people/boat watching of the whole production of getting out to the lake. One of the best values in town!

See all photos from Lucy N. for Island Party Boat

Island Party Boat exceeded my expectations! We were in town for my birthday weekend, and on the hunt for a fun boating excursion. We were trying to stay away from the architecture tours with annoying tour guides and crowded decks with no shade (there is a time and a place for that, but not our hope), so we decided on booking through Island Party Boat and obviously chose to add on the open bar option! The boat launches from Island Party Hut Tiki Bar on the Chicago River Walk. We signed up for the 1:30PM time slot on a Friday, and we are so glad! We arrived a little early and grabbed something to eat and drink at the Tiki Bar (on land) while we waited. As we saw people start to crowd around the boat, and the crew start to activate, we made our way to the boat. To our surprise, there was only about 15 people on our boat, along with 6 crew members! There was lots of space to stand or sit, on the top deck or down below. Plenty of shaded area & my favorite spot: the bow of the boat, with great views and photo opps! Our bartender was fantastic: Ed. Ed is also a magician -- and has a great laid back personality + makes great drinks! We got an open bar pass for $30, and it was well worth it, and nice to not have to whip out your wallet for each drink. The other staff on the boat were great as well: informative, helpful and attentive to any questions we had. I have been recommending this cruise to anyone who is headed to Chicago and looking for something unique to book! I will be back Island Party Boat!!

Rented a boat for a family day out and we were not disappointed. It was just us on the boat with a very friendly captain who let me kids have a hand at the wheel. He played great music throughout, told us what he was doing and the process of booking was very simple and easy 10/10 recommend

Such a fun time with 30 of us. I love the Chicago skyline. It's the best. The staff was friendly and there is even an option for open bar.

I booked this service for my birthday and I was having a great time until I was leaving the boat and the captain, "Captain Blue" squeezed my ass on the way out. They better be happy I'm not coming for them for sexual harassment. They should fire him and teach him how to respect paying customers.

On the 75 minute early evening tour on. Friday night. Can't beat the scenery! Captain Rob has the tunes jamming and the drinks are strong! If you are looking for a fun way to start or finish your evening you can't beat a trip on the Chicago River on Island Party Boat!

A group of friends and I did a public cruise last month for the 4th of July weekend. Buying tickets online was very easy and I like that they tell you how many tickets are remaining for the specific cruises you may be interested in. The boat docks at the Island Party Hut near the river. If you have time and like tiki drinks, I highly suggest arriving early (maybe 45 minutes to account for the lines) to try to get a drink at the hut before boarding the boat. The hut has a larger drink selection than on the boat. There also aren't many traditional island-inspired/tiki drinks available on the boat, which surprised me a bit. I enjoyed the boat ride and we got to see a lot of the river during the 90 minutes. We paid a little bit of a premium for our tickets because of it being during the 4th of July Weekend. It was great to do it once, but I would only go again if it was a lower-priced ticket day (some non-holiday cruises are under $40).

Such a fun time! Good drinks, music, scenery, and people! Highly recommend on your trip to Chicago!

Did you know? Island party boat has a boat for up to 36 people with a water slide and full crew to take you out on the lake for your next special day. Loved working with Bob on planning this trip. It was very easy. There are many different drink packages and food packages. We booked it for a corporate party and it was very easy to coordinate. The crew was fantastic taking us out on the lake and doing the river cruise. It was so much fun and will definitely be something that we will look forward to annually.

Never ever ever again! The boat was DISGUSTING! The toilet seat wasn't even attached to the toilet! Are you F&@$*#* kidding me. The crew was a bunch dickheads and were not helpful or friendly. They dropped our catered food and didn't even apologize. Totally unprofessional, totally gross, and totally not worth it. These bums can sink and they would be doing the world a favor. You could not pay me to do this ever again. Wash your f*$%!N hands before you touch food that isn't yours. Maybe shower before work. Nasty!

Captain Sam, Crystal, and the rest of the crew that took us out on Sunday 7/17 were amazing. The weather didn't deliver, but the experience made up for it. It was one of all of our best days of summer, and we can't appreciate the positivity, flexibility, professionalism, and accommodating nature of the entire crew. It was a great experience all around.

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Things to do | get yourself on a boat: the best booze cruises in chicago.

For three months, Chicago’s weather permits us to spend prolonged periods of time outdoors, and we always make the best of it. That includes pretending like we’re living in an island paradise and drinking memories of winter away. On a boat.

Grab your life-jackets and your goggles (beer or otherwise) and head to these 14 booze cruises to work on your sea legs while getting raucously drunk.

Island Party Boat Monroe Harbor, 312-600-8454 If you’re OK with bordering on tacky, take an Island Party Boat booze cruise along the Chicago River. For $30, you can spend an hour drinking to excess against a soundtrack of ukulele tunes and pretending the water below you isn’t an unnatural color. Dogs are allowed to join you so long as they aren’t scared of drunk strangers. Tickets: islandpartyboat.com .

Mystic Blue Craft Brew Cruises Navy Pier, 866-391-8439 If your drinking preferences are on the refined end of the spectrum, Mystic Blue’s craft brew events are perfect for you. Throughout the summer, the boat will play host to a few select events featuring only the best of Midwest beer and ciders—and one day that’s all about Belgiums brews. Prices range from $39.90 to $49.90 per person. Tickets: mysticbluecruises.com

After Work Cruises aboard Anita Dee II Navy Pier, 866-261-9330 Every summer night is a night for drinking, right? On Monday and Tuesday nights, hop aboard the Anita Dee II at Navy Pier for three hours of sailing and boozing with other professionals drinking off the two hardest days of the week. These two cruises run from 6-9 p.m. with tickets starting at $25 per person. Tickets: afterworkcruises.com

Chicago Cocktail Cruises at Navy Pier Navy Pier, 866-273-2469 Up your boat drinking game with these craft cocktails on offer aboard this skyline cocktail excursion. Starting at $44.90 a person, you’ll have from 3:30-6 p.m. to eat hors d’oeuvres, shake your groove thang on a DJ’d dance floor and mingle with other Chicagoans (and probably some tourists) just trying to live their best lives. Tickets: spiritcruises.com

Eat, Drink & B. Mary Brunch Cruise Navy Pier, 866-273-2469 Why not take your usual Sunday brunch out on the water? This two-hour cruise on Lake Michigan will serve up not only your brunch favorites buffet-style, but also bloodies and mimosas for you to sip to your heart’s content. Tickets start at $57.90. Tickets: spiritcruises.com

Friday and Saturday Night Booze Cruises with Chicago Party Boat DuSable Harbor If you’re OK with being surrounded by a bunch of drunk 20-somethings trying to cling to their college days, this cruise is the place to be. Ranging $20-$50 depending on the date and the occasion, these cruises feature a live DJ. Tickets: chicagopartyboat.com

Beer and BBQ Cruise with Wendella Boats 400 N. Michigan Ave. 312-337-1446 Make Ron Swanson proud on this two-hour cruise down the Chicago River to Lake Michigan. Sip craft beer while you nosh on barbecue offerings courtesy of Sweet Baby Ray’s. Tickets start at $53.75 and tours run from 5:45-7:45 p.m. every Thursday. And if the weather doesn’t hold up, no sweat. Each boat includes climate-controlled lounges so your money won’t go to waste. Tickets: wendellaboats.com

Wine and Cheese Cruise with Wendella Boats 400 N. Michigan Ave. 312-337-1446 The finer things in life await you on the high seas—er, lake—of Chicago with this wine and cheese-devoted event taking off every Thursday at 5:45 p.m. along the Chicago River. Wine and cheese pairings from Pastoral make this the highest-class trip you’ll find on the Great Lakes. Tickets: wendellaboats.com

Summer Brew Cruises with Revolution Brewing Navy Pier, 312-222-9328 Celebrate Chicago’s craft beer connoisseurs at Revolution on this brew cruise featuring seasonal craft beer tasting, appetizer pairings and views of the Chicago skyline. For $49 per person, take in the sights and sounds of the city for 90 minutes while you sip on your favorite Revolution beer to the soundtrack of live music and hipsters discussing the different flavor profiles. Tickets: shorelinesightseeing.com

Illinois Made Cruise Navy Pier, 312-222-9328 All things Illinois will take center stage on this 90-minute ride around the shoreline. For $49 per person, dabble with different food and drink vendors from across the state, all while appreciating the Windy City we call home. Tickets: shorelinesightseeing.com

Hard Cider Tasting Cruise Navy Pier, 312-222-9328 Beer isn’t for everybody—or so we’ve heard—but cider is a good substitute. This $49 per person cruise features a lineup of different grown up apple juices, both local and from across the country. For the uninitiated, the tasting cruise will begin with a lesson in how to properly sip a cider … or you can say “screw it” and throw it back. Tickets: shorelinesightseeing.com

Wine Tasting Cruises with Lynfred Winery Navy Pier, 312-222-9328 Keep it classy with this wine tasting (read: not chugging) along the Chicago skyline. Hosted by Illinois’ oldest family-owned winery, this cruise will kick off with a wine course and “generous” tastings of Lynfred’s most popular selections. A fancy summer night awaits you. Tickets: shorelinesightseeing.com

City Winery Wine Flight River Cruises 11 Chicago Riverwalk, 888-636-7737 Leave your three buck chuck at home and hop aboard this Seadog cruise by City Winery. Spend 75 minutes admiring Chicago’s architecture with a guided tour of the city as you sip on select City Winery favorites. Tickets range $41.95-$53.95, depending on how much wine you’re looking to throw back in an hour and a half. Tickets: seadogcruises.com

Chicago Line Architecture Cocktail Cruise 465 N. McClurg Court 312-527-1977 Sponsored in part by the Chicago History Museum, this architecture cruise is equal parts boozy and informative. For $21 on top of your admission, you’ll have access to unlimited wine, beer and mixed drinks during your 90 minutes aboard the boat. Regular admission starts at $43. Tickets: chicagoline.com

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Friday Late Night “Booze Cruise” - City Experiences By Hornblower

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• City Experiences By Hornblower

Friday Late Night “Booze Cruise”

This booze cruise was HORRIBLE. How is it even called a “booze cruise” when you have to wait in line for an hour to get your drinks, only to be told once you get to the bartender “one drink per person”?! There could have been a sign posted or something to be courteous to the people that bought tickets to this so called booze cruise. On top of that, this boat had the SLOWEST BARTENDERS I HAVE EVER SEEN IN MY LIFE! How hard is it to hire competent employees?! If you can’t do that, at least equipt the boat with more staff in order to cater to all of the people you crammed onto the boat in the first place. I was HIGHLY DISAPPOINTED in this event. It was definetly not what it was advertised to be and I will NOT be returning or recommending this “booze cruise” for any future events. I have been on other booze cruises and I have never had a bad experience until this one. Such a waste of time and money.

Hi April, we're so sorry to hear about this experience. I will follow up with you via private message to grab your information so we're able to follow up with our onboard team.

We had fun on Spirit of Chicago. Food was good but desserts could have more taste. DJ played our requests. Staff was friendly. Boarding was easy.

Thanks for your feedback. We appreciate it!

From the first step on the ramp on boarding to the last step on leaving cruise every staff member was friendly, respectful, helpful & left a sense of their appreciation for my selecting their lunch cruise. Food was pretty good and the buffet was kept full during the length of the cruise. I appreciated the table linens; no bare tables on paper napkins here. And they keep all areas of the ship clean!

We're so happy to hear this - thanks for your review!

wonderful city views and views of fireworks from lake michigan. very good food and good dj music for dancing with different variety.

Happy to hear this! Thanks for your review.

It was my family's first visit to Chicago. We went on the spirit of Chicago to celebrate my mother's 78th birthday. The food was very tasty, the staff were all nice and helpful and overall we had a great time. I would definitely do it again!

Thanks for celebrating with us!

My high school class recently celebrated our 20th reunion on the Spirit of Chicago. We had an amazing time. When we reached out to them to make arrangements, we were provided a link that everyone would use to make their individual payments, it kept us from having to assign one person to collect the money. Boarding occurred on time as did the time to set sail. The food was good, the drinks were a bit pricey, but their strength made up for the cost. Overall a great experience and would do it again

Thanks for your review. It was a pleasure hosting you and the rest of the reunion!

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Late Night Booze Cruise for $10

Glide along Lake Michigan under the moonlight on a Late Night Booze Cruise with Chicago Party Boat on November 5 and 12, 2022.  Enjoy the last boat cruises of the season with climate-controlled interior decks. 

Board the four-story, luxury yacht, the Spirit of Chicago, to take in iconic Chicago landmarks under the night sky.  Multiple dance floors, DJs spinning top 40 hits, a free buffet and full bars are all part of this 21 and over cruise.

For a limited time, use the promo code “Lake” to score discounted $10 tickets for the Late Night Booze Cruise. Boarding starts at 11:15 pm and the cruise runs until 1:45 am. 

Late Night Booze Cruise

Navy Pier. 600 E. Grand Ave.

November 5 and November 12, 2022.

$10 with promo code

600 E. Grand Avenue Chicago , IL 60611 1-800 595-PIER (7437)

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Adeline’s Sea Moose is a well-appointed 68-foot luxury Chris Craft 45-passenger Coast Guard-certified twin-engine yacht located at J-Dock Burnham Harbor Chicago . East of Lake Shore Drive at the end of Waldron Drive. The first dock north of the Harbormaster’s office.

Directions Docking Address J-Dock Burnham Harbor 1559 South Lake Shore Drive Chicago , IL 60605

Office Address Chicago Private Yacht Rental, Inc 4751 West Touhy Avenue Suite 101 Lincolnwood, IL 60712

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