Cruise Events in Chicago
Check out happening cruise events all around Chicago, IL
Saturday Night Labor Day Fireworks Booze Cruise!
Sat, 30 Aug at 08:00 pm
Chicago Lakefront Cruises
All White Attire RnB Vs Hip Hop Yacht Cruise (Labor Day WKD) Chicago
Sat, 30 Aug at 12:45 pm
Anita Dee Yacht Charters
USD 50 to 535
Labor Day Weekend Evening Lake Cruise on Saturday, August 30th
Sat, 30 Aug at 08:00 pm
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
USD 37 to 58
Baila Habibi All White Yacht Party
Fri, 29 Aug at 06:30 pm
Anita Dee Yacht Charters
USD 40 to 108
Chicago Halloween Party Cruise | Pier Pressure® Black Pearl
Fri, 31 Oct at 09:00 pm
Spirit of Chicago Yacht
USD 30 to 56
Labor Day Weekend Evening Lake Cruise on Sunday, August 31st
Sun, 31 Aug at 08:00 pm
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
USD 27 to 42
Debi Tirar Mas Fotos End Of Summer Reggaeton Booze Cruise W/Firework Show
Sat, 13 Sep at 06:30 pm
Anita Dee Yacht Charters
USD 45 to 161
Labor Day Weekend All White Yacht Party | Anita Dee Yacht | Chicago
Sat, 30 Aug at 03:00 pm
Navy Pier Marina
USD 50 to 1,602
Sunday Funday Booze Cruise!
Sun, 24 Aug at 05:00 pm
Summer Of George
Labor Day Sunday Funday Sunset Cruise!
Sun, 31 Aug at 07:30 pm
Summer Of George
USD 31 to 78
Waves Of Bollywood All White Glam Night
Sat, 13 Sep at 08:00 pm
900 S Wells St
USD 55
Pretty In Pink Skyline Yacht Cruise (Chicago)
Sun, 24 Aug at 12:45 pm
Anita Dee Yacht Charters
USD 26 to 589
RGGQues Hooks and Heels Cruise ~ 8/31/2025
Sun, 31 Aug at 03:30 pm
Navy Pier (Spirit of Chicago)
Lifestyle Boat party
Sun, 31 Aug at 04:00 pm
chicago boat yacht rental
USD 55 to 82
2026 Chicago New Years Eve Fireworks Cruise - The Midnight Kiss
Wed, 31 Dec at 09:00 pm
Chicago Elite Yacht
USD 269 to 344
Cruise with Roo 2025 - Our 10th Annual!
Sun, 07 Sep at 11:00 am
112 E Wacker Dr, Chicago, IL 60601, United States
Swiftie Booze Cruise!
Sun, 31 Aug at 04:00 pm
Summer Of George
USD 31 to 60
Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 06 Sep at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 26 to 42
Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 13 Sep at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 26 to 42
Jammy Jam Yacht Cruise FT: Power 92 (DJ Nehpets)
Sun, 07 Sep at 06:45 pm
Anita Dee Yacht Charters
USD 26 to 482
All Black Attire Sexy Masquerade Ball On The Yacht FT: (DJ Nehpets)
Sat, 20 Sep at 06:45 pm
Anita Dee Yacht Charters
USD 26 to 482
Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 20 Sep at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 26 to 42
Sailing Towards Success
Sun, 24 Aug at 11:45 am
City Cruises Chicago Navy Pier
USD 0 to 2,500
Booze Cruise
Fri, 29 Aug at 07:00 pm
900 S Wells St
USD 55
"The Lake House" (Labor Day) 9/1
Mon, 01 Sep at 06:00 pm
Summer Of George
USD 54 to 118
Randy Houser Live - Chicago
Thu, 04 Sep at 07:00 pm
600 E Grand Ave
Free
Colt Ford Live - Chicago
Sun, 28 Sep at 07:00 pm
600 E Grand Ave
Free
The Ultimate Latino Singles Cruise!
Fri, 05 Sep at 07:00 pm
Chicago Lakefront Cruises
USD 43 to 66
All White Attire Swag Surf Vs 2000s Yacht Party (Chicago)
Sat, 13 Sep at 12:45 pm
Anita Dee Yacht Charters
USD 26 to 482
SUMMER VIBES 2 - Yacht Party
Sun, 07 Sep at 01:00 pm
Anita Dee Yacht Charters
USD 61 to 269
Labor Day Sunday Funday Sunset Cruise!
Sun, 31 Aug at 07:30 pm
Chicago Lakefront Cruises
USD 40 to 50
Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 04 Oct at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 20
Black & Right Cruise 2025 with John Anthony
Sat, 06 Sep at 03:30 pm
Free Spirit Yacht Cruises
USD 67 to 130
The Northman Riverwalk Cider Cruise-SEPT 7 2025
Sun, 07 Sep at 06:30 pm
The Northman Beer & Cider Garden on the Riverwalk
USD 111
City Cruises Live Presents 2005 Chicago White Sox World Champions Cruise
Sun, 24 Aug at 07:00 pm
Navy Pier
"I Like Big Yachts & I Cannot Lie" ( 90s Party) Chicago
Sat, 27 Sep at 01:45 pm
Anita Dee Yacht Charters
USD 26 to 482
Chicago International Boat Show
Fri, 22 Aug at 10:00 am
Navy Pier, Chicago
Ukrainian Boat Party | Chicago | Elegant Sunset Cruise | Piano, Wine & Skyline
Sun, 14 Sep at 06:45 pm
Anita Dee Yacht Charters
Reggae Vs Hip Hop Yacht Cruise (FT. DJ Nehpets) Chicago
Sun, 14 Sep at 12:45 pm
Anita Dee Yacht Charters
USD 26 to 482
Haunted Halloween Night Lake Cruise on Saturday, October 25th
Sat, 25 Oct at 08:00 pm
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
USD 27 to 42
Haunted Hotel Halloween Ball 2025 at Congress Plaza Hotel
Fri, 31 Oct at 09:00 pm
Congress Plaza Hotel Chicago
USD 30 to 1,166
Haunted Halloween Night Lake Cruise on Friday, October 31st
Fri, 31 Oct at 08:00 pm
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
USD 27 to 42
Bahamas V-Day Cruise 2026
Fri, 13 Feb at 01:00 pm
Miami, FL
Haunted Halloween Night River Cruise on Saturday, November 1st
Sat, 01 Nov at 07:30 pm
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
USD 37 to 58
Colt Ford in Chicago
Sun, 28 Sep at 07:00 pm
City Cruises
End of Summer Yacht Party 2025
Sat, 27 Sep at 06:00 pm
Anita Dee Yacht Charters
USD 78
Haunted Halloween Night River Cruise on Friday, October 31st
Fri, 31 Oct at 07:30 pm
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
USD 37 to 58
Saturday Night Fireworks Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 30 Aug at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 37 to 59
Chicago River Canine Cruise 2025
Wed, 27 Aug at 06:30 pm
First Lady
USD 0 to 45
North Shore on the Lake 2025
Sat, 13 Sep at 11:00 am
City Cruises Chicago Navy Pier
USD 0 to 162
Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 27 Sep at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 26 to 42
6th ANNUAL ROCK THE YACHT “ALL BLACK AFFAIR”
Sun, 28 Sep at 01:30 pm
Anita Dee Yacht Charters
USD 45 to 535
Sun-Times Roast of the Chicago Skyline: An Architectural Boat Tour
Thu, 04 Sep at 06:00 pm
465 N McClurg Ct
USD 11 to 100
Tighty Whities Sunday Bunday
Sun, 31 Aug at 03:00 pm
3702 North Halsted Street, Chicago, IL, United States, Illinois 60613
Eve of the Eve Lake Cocktail Cruise on Tuesday, December 30th
Tue, 30 Dec at 08:00 pm
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
USD 27 to 42
2025 Taste of Chinatown Cruise
Wed, 10 Sep at 06:00 pm
Ping Tom Memorial Park
USD 162
All Inclusive New Year's Eve 2026 Fireworks Cruise aboard Anita Dee II
Wed, 31 Dec at 09:45 pm
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
USD 113 to 217
New Year's Eve Sunset Cocktail Cruise on Wednesday, December 31st
Wed, 31 Dec at 04:30 pm
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
USD 27 to 42
The Friday Night Cruise - R&B Vibes | Live DJ | Two Bars
Fri, 09 May at 07:30 pm
Island Party Hut
Chicago Architecture Center River Cruise Aboard Chicagos First Lady at Chicagos First Lady
Tue, 19 Aug at 11:59 pm
Chicagos First Lady
Thursday nights - Burnham Park Yacht Club w/a Spring 2026 Exhibition!
Thu, 11 Sep at 04:30 pm
Burnham Park Yacht Club
Sunday Mimosas & R&B Cruise - Bottomless Mimosas | Live DJ | Two Bars
Sun, 11 May at 02:30 pm
Island Party Hut
USD 35 to 97
Arab Summer Cruise (Chicago)
Sat, 06 Sep at 12:00 pm
Anita Dee Yacht Charters
USD 59 to 161
Labor Day Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Mon, 01 Sep at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 26 to 42
Booze Cruises Aboard a 4-Story Luxury Yacht on Lake Michigan
Sat, 12 Apr at 11:00 pm
Spirit of Chicago located at Navy Pier (see map below for exact location)
Friday Night Skyline Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Fri, 02 May at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 42
The Saturday Night Cruise -R&B |Fireworks | Live DJ | Two Bars
Sat, 10 May at 07:00 pm
Island Party Hut
The Wednesday Night Cruise -R&B | Fireworks | Live DJ | Two Bars
Wed, 07 May at 08:00 pm
Island Party Hut
Sunday Night Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sun, 25 May at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 86
Saturday Happy Hour Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 10 May at 04:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 37
Wednesday Fireworks Cruises on Lake Michigan | 21+ | Full Bar
Wed, 04 Jun at 07:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 48
Saturday Afternoon Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 24 May at 12:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 26 to 86
Sunday FUNday Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sun, 25 May at 04:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
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Events in Chicago
Cruise Events in Chicago