santa booze cruise chicago

These Are The Best Chicago Booze Cruises You Need To Party On

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. Lake Michigan Fireworks Cruise in Chicago

Experience the unbeatable Chicago summers with an exhilarating fireworks cruise  on Lake Michigan. Gather your friends and family and prepare to be amazed by breathtaking fireworks every Wednesday and Saturday night . Enjoy the best view in the city from a boat with clear, 360-degree views of the spectacle.

📍 Location : Multiple locations

👤 Age requirement : None

🎫: Purchase tickets here

2. Take in the city views from the river from  Chicago Electric Boat

Chicago Electric Boat Company has locations all around the city’s riverwalk and lakefront, so you’re never too far from a boozy, one-of-a-kind, or family-friendly experience. Grab the crew and take out a self-captained Duffy , pontoon, or donut boat, or plan a more intimate gathering with a date on a  refurbished 1950s RetroBoat  with character and style,  fit for up to four people . Large parties can rent out their own  Cycleboat or  Party Barge  or grab by-the-seat tickets to guided cruises covering Chicago history or ghost stories

Whatever you choose, you’ll be equipped with everything you need for smooth sailing, from life vests to coolers and speakers and the option to BYO favorite drinks and food. You can catch the Navy Pier fireworks every Wednesday and Saturday with a special nighttime Cycleboat cruise departing at 8:30. It’s a view you won’t want to miss!

🎫: Learn more about renting a Chicago Electric Boat Company boat here

3. 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

4. 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

5. 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

♿ Accessibility : Wheelchair Accessible

🎫 Get your tickets to Chicago Signature Brunch Cruise here

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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Santa Booze Cruise

December 8 | 8:30 – 11:30 pm @ DuSable Harbor

Time to really dive into the holiday spirit on this Santa-themed booze cruise, complete with all the spiked eggnog you could want. Board the Anita Dee II at DuSable Harbor and spend a few hours on Lake Michigan with a drink in hand for a night you’ll surely remember. Early-bird tickets are $20, but will soon jump to $30, so get yours today! Photo Credit: Santa Booze Cruise

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Lake Michigan Cocktail Cruise | City Cruises™

How long is the chicago cocktail cruise on lake michigan.

The Chicago Cocktail Cruise on Lake Michigan lasts for 2 hours.

What sights can you see while on the Chicago Cocktail Cruise on Lake Michigan?

While on the cruise, you can enjoy spectacular views of the Chicago skyline and the serene waters of Lake Michigan.

What should I wear on the Chicago Cocktail Cruise on Lake Michigan?

Casual attire is recommended for this cruise. It’s also a good idea to bring a light jacket or wrap as it can get breezy on the open-air deck.

How much is the Chicago Cocktail Cruise on Lake Michigan?

The cost varies based on the booking time and any additional upgrades selected. Please check the website for the most current pricing.

Where does the Chicago Cocktail Cruise on Lake Michigan depart from?

The cruise departs from Navy Pier, located at 600 E Grand Ave, Chicago, IL.

Are there food and drinks available on the Chicago Cocktail Cruise on Lake Michigan?

Yes, the cruise features a fully stocked cash bar offering creative cocktails, wine, and beer. Light snacks are also available for purchase.

What kind of experience does the Chicago Cocktail Cruise on Lake Michigan offer?

The cruise offers a relaxing and enjoyable experience with live DJ entertainment, stunning views of Chicago’s skyline and Lake Michigan, and a festive atmosphere perfect for a night out.

Can I reserve a window table on the Chicago Cocktail Cruise on Lake Michigan?

Yes, window table reservations are available for the best views. Additional upgrades to customize your experience are also available at checkout.

Is the Chicago Cocktail Cruise on Lake Michigan suitable for special occasions?

Absolutely! The cruise is perfect for an evening out with friends, a romantic evening, or any special occasion, offering a memorable experience with music and picturesque views.

Why is the Chicago Cocktail Cruise on Lake Michigan a great way to enjoy a night out?

The cruise provides a unique and enjoyable way to spend an evening with stunning views, a relaxing atmosphere, and great music, making it an unforgettable experience.

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Booze cruise events in Chicago, IL

End Of Summer Booze Cruise

Sunday at 3:00 PM

900 S Wells St

Booze Cruises Aboard a 4-Story Luxury Yacht on Lake Michigan

Saturday at 11:00 PM + 6 more

Spirit of Chicago (Boarding at Navy Pier)

Halloweekend Booze Cruise Aboard a 4-Story Luxury Yacht on Lake Michigan

Sat, Nov 2, 11:00 PM

600 E Grand Ave

Santa's Booze Cruise Aboard a 4-Story Luxury Yacht on Lake Michigan

Sat, Dec 14, 11:00 PM

Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar

Saturday at 8:30 PM

Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)

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Upcoming Events at Anita Dee II Boarding at Dusable Harbor

Booze Cruise aboard Santa's Yacht - A Christmas Pop-Up Sat Dec 7, 8:30 PM - Sat Dec 7, 11:30 PM

Anita Dee II Boarding at Dusable Harbor

Community: Downtown Chicago

Description

Get into the holiday spirit with a Booze Cruise aboard Santa's Yacht! Throw on your favorite festive gear and don't forget your holiday cheer.

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Cinco De Mayo Booze Cruise

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Tickets for Cinco De Mayo Booze Cruise in Chicago 🎫 General Admission - includes a personal Mexican flag

Highlights 🌇 Experience a Saturday afternoon cruise featuring tequila and stunning city views 🕺 Dance to the beats of DJ Tecknique and FlyMax 🎶 Enjoy 2 levels of music and drinking on the cruise

General Info 📅 Date: 4 May 🕒 Time: 4:30 p.m. - 7:30 p.m. Ticketed passengers must be boarded 10 minutes before departure time. 📍 Location: Chicago Lakefront Cruises 👤 Age Requirement: 21+ with valid ID

Description: Get ready for the ultimate Cinco De Mayo celebration on The Summer Of George! Cruise along the river and Lake Michigan while enjoying tequila, city views, and beats from DJ Tecknique and FlyMax! Don't miss out on this epic Saturday afternoon party - get your tickets now!

Getting there

Chicago Lakefront Cruises

900 South Wells Street, Chicago, 60607

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