Thursday Night Sunset & Happy Hour Booze Cruise

Thursday Night Sunset & Happy Hour Booze Cruise

To Purchase Tickets To This Event & Check Availability, Please Click HERE.

***Customer Service Info & Important Reminders***

  • These events are PRIVATE EVENTS hosted by  Please do NOT call the Anita Dee for any questions.  They will NOT have any of our event information.  

  • All cruises are 21+ to board.  Proper ID required.  Cruises are on rain/shine.  There are NO refunds if you miss the boarding time.

  • Booking Upgrades | We’ve upgraded your package!
    If you bought a Wednesday/Thursday/Friday voucher, you can redeem it for ANY dates on the calender.  For any other vouchers purchased, you must redeem for your specified dates.

  • Are you interested in attending a sold out cruise?  For Standby options, click here


    *Important:  Ticketed Passengers MUST be boarded 10 min before departure time!  Standby boarding starts 10 min before the departure time.  Late ticketed passengers will be placed at the end of the standby line.  There are no refunds if you miss the boarding time indicated above.

  • For Detailed Directions & Parking Info : Please click and print Anita Dee Directions & Parking Info

  • Got Other Questions?  Please read our Frequently Asked Questions (FAQs) section below.  If you have any other questions, please e-mail: or Call: 312-543-9798.

Celebrate the Summer On the Water!

Fireworks | Sunsets | Skyline Views | Cocktails

Break up the work week and enjoy the summer & fall evenings on a beautiful cruise.  Access a full bar where cocktails can be purchased, while enjoying the amazing Chicago skyline, fireworks, sunsets, and great music.


Monday, Tuesday, & Thursday Happy Hour & Sunset Cruise
Aboard the Anita Dee II Yacht


Wednesday Night Fireworks and Sunset Cruise*
Aboard the Anita Dee II Yacht

21+ To Enter For All Cruises

For Detailed Directions & Parking Info:

  • Anita Dee Directions & Parking Info

  • Since the Harbor has no real physical address, GPS and online directions are unreliable.  Please use the maps along with the directions on the link above to get to the boat.

  • In the event that DuSable Harbor Parking Lot is at capacity, we’ve listed additional parking options. Please be sure to inform your guests to allow ample time for travel and parking prior to the event!  See link above.

Wednesday Night Fireworks Cruises (May – August) :  

  • Boarding: 6:45 pm  

  • Departs:  7:30 pm  

  • Returns:  10:00 pm

  • *Note:  Fireworks are hosted by City of Chicago from June – August.  Fireworks start at 9:30pm. Starting September, these cruises will be the same time as other sunset cruises listed below.

Monday, Tuesday, Thursday Night Cruises (May – Sept) & Wednesday Night Cruises (Sept Only)

  • Boarding:  6:15 pm  

  • Departs:  7:00 pm  

  • Returns:  9:30 pm

Friday Evening Cruises*

  • Boarding:  45 min before depature time.  Each cruise is a 2-2.5 hour cruise.

Frequently Asked Questions (FAQ):

  • What is the address?  200 N Breakwater Access, Chicago, IL 60601 Click Here for more information. 

  • What is the dress code?  There is no dress code. 

  • Is there food on the boat?  No, please eat before coming to the event.

  • Is there a bar on the boat?  Yes, there is a full bar on the boat.  

  • What is the ambiance of the event?  The event is a social cocktail / booze cruise with dancing, drinks, and a lively ambiance.  Although there are plenty of seats, there is not seating for everyone.

  • Can I bring my own food and drinks?  Absolutely no outside food or beverage is allowed.  Bags will be checked.

  • How much is parking?  Where do I park?  The closest parking lot is DuSable Harbor parking lot and is about $16 – $24.  At times, that lot can get full so plan accordingly.  Click Here to see other nearby parking lots or view below.

  • How do I redeem my voucher (ex. Groupon) for a date?  Please download your voucher and follow the step by step redemption instructions or Click Here.  Please contact the daily deal site for any assistance on getting your voucher # if you can’t locate it. 

  • What kind of music will be played?  The DJ will play a variety of music including, but not limited to Top 40, Pop, Mainstream, Hip Hop, EDM, etc.  

  • Event is sold out.  How does Standby work?  In order to do Standby, you can purchase a standby ticket.  Standby tickets will only get enabled after the event is sold out.  Standby terms will be on the standby ticket.

  • Can I get a refund?  Unfortunately, all tickets are non-refundable after purchase.

  • Can I reschedule (including emergencies)?  Unfortunately, all tickets are final as soon as you reserve a date.  A spot is automatically reserved for you and can’t be rescheduled.  

  • Can I give my ticket to someone else even if my name is on it?  Yes!  If you have an Eventbrite ticket, you can give that to anyone regardless of the name on the ticket.  We need an unused ticket with a barcode to scan.

  • It’s raining outside.  Can I reschedule?  Cruises are on rain / shine and cannot be rescheduled.  Please bring a poncho or an umbrella.  There is also an interior deck on the boat.  There is no need to call us to ask if the event is cancelled.  We will send an e-mail out if the event gets cancelled.

  • Does the boat have a bathroom?  Yes, the boat has a bathroom.

  • Is the boat handicap accessible?  The Anita Dee II is handicap accessible if it is a manual wheelchair (only first floor is handicap accessible).  The boat crew can help store the chair in one of the closets once the person is on board. The aft (back) deck of the lowest level is all windows with good views. 

  • Can I book the entire boat?  Yes, please e-mail us for more info.

  • I lost my ID.  What do I do?  All guests need a government issued ID to board

  • Where are my Eventbrite tickets?  I can’t find them. Please click here

Map & Directions:

  • Since the Harbor has no real physical address, GPS and online directions are unreliable. Use the maps along with the directions below to get to the boat!

The Anita Dee is docked at DuSable Harbor on the South side of the Chicago River at Lake Shore Drive.  

Parking in DuSable Harbor Parking Lot

  • Parking ranges from $16-$24

Alternate Parking Locations: 
Please be sure to inform your guests to allow ample time for travel and parking prior to the event!  In the event that DuSable Harbor parking lot is at capacity, please view the additional parking options below:

  • Millennium Park Garage – 5 S. Columbus – (312) 616-0600

  • ABM Parking Services – 400 N McClurg – (855) 234-0260

  • Standard – 505 E. Illinois – (312) 494-9770

  • ABM Parking Services – 323 E. Wacker – (312) 268-8116

  • LAZ Parking – 350 E. Monroe – (312) 616-0600

  • Navy Pier Lots – 600 E Grand – (312) 595-5072

Driving From the West

  • Head east toward the lake on Lower Randolph Street from Michigan Ave. or Columbus Drive. (If coming from Michigan Ave., stay to the left to access lower Randolph St., do not go to the upper level!)

  • Take Randolph Street all the way to the last stop light before the lake and turn left. (Do not enter cul-de-sac)

  • Immediately after you turn, merge left to ramp leading down to parking lot.

  • At bottom of ramp, take ticket at the gate (pay upon exit) then drive straight to the end of the lot.

  • Park, walk out of opening on the right/east side of the lot. Both yachts will be to your left on the River.

Driving From the North Via Lake Shore Drive

  • Take Randolph St. exit off of Lake Shore Drive.

  • Turn left at bottom of Randolph St. exit ramp.

  • Turn left at second light (Do not enter cul-de-sac).

  • Immediately after you turn, merge left to ramp leading down to parking lot.

  • At bottom of ramp, take ticket at the gate (pay upon exit) then drive straight to the end of the lot.

  • Park, walk out of opening on the right/east side of the lot. Both yachts will be to your left on the River.

Driving From the South Via Lake Shore Drive

  • Exit to Randolph/Wacker Dr. off of Lake Shore Drive. Stay in middle lane of ramp.

  • At bottom of ramp, proceed straight beyond traffic light.

  • Merge left to ramp leading down to parking lot.

  • At bottom of ramp, take ticket at the gate (pay upon exit) then drive straight to the end of the lot.

  • Park, walk out of opening on the right/east side of the lot. Both yachts will be to your left on the River .

Dropped Off

  • If getting dropped off by taxi, instead of telling the driver an address, tell them to drop off where lower Randolph Street meets the lakefront, DuSable Harbor, or Columbia Yacht Club.

  • Lower Randolph Street, east to the lakefront. Drop off at DuSable Harbor cul-de-sac

  • Walk down to the lake front path and turn left/walk north along the lakefront.

  • Our yachts will be straight ahead at the end of the lakefront path where it ends at the Chicago River.

  • Taxis can also go inside to the end of the DuSable Harbor Parking Lot which is closer (directions above in ‘Driving’). If they’re there for less than 15 mins, there is no charge.

Walking From the Loop

  • Take any stairway down to the Riverwalk on the south side of the Chicago River.

  • Walk east toward the lake (From Michigan Ave. Bridge- 10 min walk)

  • The south side of the Riverwalk ends at our boats just east of the Lake Shore Drive Bridge

Walking From Navy Pier

  • Walk west on Illinois to Lower Lake Shore Drive, the first street on your left.

  • Cross Lower Lake Shore Drive to the west side of the street and turn left.

  • Once you cross over the Chicago River, look for the staircase on your right to walk down to Riverwalk

  • Turn left to go through tunnel on Riverwalk

  • Once you exit tunnel, you’ll see both yachts to your left on the River.

Walking From Millennium Park

  • Head east on Monroe and cross over to the east side of Lake Shore Drive.

  • Turn left or walk north on the lakefront path.

  • Once you pass Columbia Yacht Club, keep walking north for 4-5 mins- Path ends at Chicago River and our Yachts.

For Full Event Information:

The Anita Dee II is one of the most prestigious yachts that Chicago has to offer. If you want to cool off and relax on the boat’s observation deck, you’ll also get 360 degree views of Chicago’s skyline as the yacht sails around Lake Michigan. Feel like utilizing one of the dance floors or fully stocked bars on one of the yacht’s two interior decks? The Anita Dee II has that covered as well. This 140-foot floating beauty has all the amenities one could ask for and is the best way to unwind, kick back, mingle and drink with friends as well as strangers.

Chicago Cruise Events Monday Night Happy Hour & Sunset Cruise

Chicago Cruise Events Tuesday Night Happy Hour & Sunset Cruise

Chicago Cruise Events Wednesday Night Happy Hour & Sunset Cruise

Ticketing Technical Issues:
​For any ticketing / technical issues​, please see the Eventbrite Help Center and/or contact Eventbrite through​​.

For Event Questions:
E-mail: | 312-543-9798

Terms and Conditions:


Do NOT buy tickets from Craigslist, Scalpers, etc. Unfortunately, many of these are either already used or are counterfeits. We recommend purchasing tickets from

Please note that you will have to take a print out of the ticket (or show electronically on your phone) that you will receive from and show it at the venue to gain access.

All guests must be 21+ with a valid government issued ID that will be checked by security prior to boarding the boat. A valid ticket with scannable QR code is required by all guests to board. It is recommended to print a paper ticket to prevent any technology complications which would prevent your ticket from displaying on your phone. There is no guest list at the boat, each ticket must be scanned. Security reserves the right to inspect all bags and persons. Absolutely no outside food or beverage may be brought on the boat. Guests who are deemed intoxicated (or otherwise unfit) upon arrival, will be denied entry and no refunds will be given. We want all guests to enjoy themselves on the cruise, but please note it’s a 2.0 – 2.5 hour cruise and our number one priority is the safety of all guests. The boat will depart the dock as soon as boarding is completed. Once the boat begins its cast off procedure, for the safety of all guests, absolutely no late arrivals will be allowed within the security fence to board. If you are late, you will be left at the harbor without a refund. In the event of dangerous weather conditions, security situations, mechanical issues with the locks, the boat, etc., the boat may not cruise, but the party will still go on at the dock. In the event of rain, or other inclement weather, the party will continue on the enclosed portion of the boat. Sorry – no refunds or price adjustments. The Eventbrite system does not allow us to restrict people who are underage from buying tickets. If you are not 21 and purchase a ticket, you will not be allowed on board. Cruise length will vary based upon multiple factors, including, but not limited to: boarding time, lock operations, boat traffic, weather, special events such as fireworks, etc. The DJ’s aboard the boat will play a variety of music, at their discretion, with the goal of making a fun cruise for the entire crowd. The music’s volume level will be set to an acceptable level intended to please all guests and may be regulated/limited by safety regulations set forth by the captain.

Get tickets for this event on: EventBrite.