Cruise Events in Chicago

Check out happening cruise events all around Chicago, IL

Rock The Boat Chicago The Biggest All White Yacht Party Juneteenth Weekend

 Sat, 20 Jun at 12:30 pm Anita Dee II Yacht USD 80

Rock The Boat Chicago All White Yacht Party Memorial Day Weekend 2026

 Fri, 22 May at 06:45 pm Anita Dee Yacht Charters USD 30

4th of July Late Afternoon Cruise on Lake Michigan

 Sat, 04 Jul at 04:30 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

BLACK YACHT WEEKEND: THE FINALE PARTY — SOMETHING FOR THE SUMMER

 Sun, 21 Jun at 03:00 pm The Salt Shed - Outdoor Festival Grounds USD 35

July 4th, Fireworks Cruise!

 Sat, 04 Jul at 08:00 pm Summer Of George USD 60 to 107

In My 2000s Era Yacht Party (Chicago) Anita Dee 2

 Sat, 16 May at 06:45 pm Anita Dee Yacht Charters USD 50 to 429

Chicago Memorial Day Weekend Cruise | All White Attire Party

 Sun, 24 May at 09:00 pm Spirit of Chicago Yacht USD 28 to 57

Chicago Fireworks Booze Cruise!

 Sat, 11 Jul at 08:00 pm Chicago Lakefront Cruises USD 43 to 66

House Vs R&B White Attire Yacht Party (Chicago) Anita Dee 2

 Sat, 30 May at 01:15 pm Anita Dee Yacht Charters USD 50 to 482

Red, White & Cruise | Chicago July 4th Weekend Yacht Party

 Fri, 03 Jul at 03:00 pm Spirit of Chicago Yacht USD 27 to 57

July 3rd Premier Cruise Independence Celebration on Lake Michigan

 Fri, 03 Jul at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 25 to 47

Juneteenth Takeoff w/ Odeal & Mannie Fresh

 Fri, 19 Jun at 06:00 pm Vertiport Chicago USD 52 to 197

Memorial Day Fireworks Booze Cruise!

 Sat, 23 May at 08:30 pm Summer Of George USD 43 to 66

Chicago Labor Day Weekend All White Attire Party Cruise

 Sun, 06 Sep at 09:00 pm Spirit of Chicago Yacht USD 27 to 57

Fireworks Juneteenth Black Attire Yacht Party 3 Levels (Chicago)

 Sat, 20 Jun at 06:45 pm Anita Dee Yacht Charters USD 71 to 749

Reggaeton Fireworks Booze Cruise

 Sat, 06 Jun at 06:30 pm Anita Dee Yacht Charters USD 45 to 161

ALL WHITE ESCAPE YACHT CRUISE

 Sat, 16 May at 01:30 pm Anita Dee Yacht Charters USD 55

R&B Vs Hip Hop Yacht Cruise (Chicago) 3 Levels

 Sat, 16 May at 06:45 pm Anita Dee Yacht Charters USD 50 to 242

Summer & Fall Afterwork Sunset Cruises on Lake Michigan

 Mon, 25 May at 07:30 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 27 to 42

Chicago Architecture Center River Cruise aboard Chicago's First Lady at Chicagos First Lady

 Wed, 29 Jul at 12:00 am Chicagos First Lady

Chicago Architecture Center River Cruise Aboard Chicago's First Lady at Chicagos First Lady

 Tue, 12 May at 12:00 am Chicagos First Lady

Fireworks Boat Party On the Chicago River - Anita Dee 1

 Sat, 23 May at 07:30 pm Anita Dee Yacht Charters USD 55 to 322

White Attire Fireworks Yacht Cruise (Chicago) Anita Dee 2

 Sat, 23 May at 06:45 pm Anita Dee Yacht Charters USD 82 to 642

Old School House Yacht Party (3 Levels) Chicago

 Fri, 24 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 642

All White Attire R&B vs Hip Hop Yacht Party (Chicago) 3 Levels

 Sat, 13 Jun at 12:45 pm Anita Dee Yacht Charters USD 50 to 637

Chicago Fireworks Yacht Cruise (3 Levels) Ft Power 92s.DJ Nehpets

 Sat, 11 Jul at 06:45 pm Anita Dee Yacht Charters USD 61 to 589

July 4th, Independence Day Cruise!

 Sat, 04 Jul at 04:30 pm Summer Of George USD 54 to 89

Summer R&B Yacht Party (Chicago) Anita Dee 2

 Sun, 07 Jun at 12:45 pm Anita Dee Yacht Charters USD 50 to 535

R&B Daytime Yacht Party (Chicago) Anita Dee II

 Sat, 25 Jul at 12:45 pm Anita Dee Yacht Charters USD 50 to 535

Chicago Fireworks Booze Cruise!

 Sat, 06 Jun at 08:30 pm Summer Of George USD 43 to 66

SUMMER VIBES YACHT PARTY : HOT MIX 5 EDITION!

 Sun, 28 Jun at 12:30 pm Anita Dee Yacht Charters USD 62 to 68

Chicago's Best 90-Min Architecture Boat Tour on The Chicago River

 Sat, 02 May at 12:00 pm Tours & Boats (boarding info and directions below) | Phone: 312-858-6955 USD 0 to 57

Labor Day Weekend Evening Lake Cruise on Sunday, September 6th

 Sun, 06 Sep at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

Hip Hop Vs R&B All White Attire Yacht Party (3 Levels) Chicago

 Sun, 05 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 535

“The Lake House” (Sundown Cruise) 7/3

 Fri, 03 Jul at 08:00 pm Chicago Lakefront Cruises USD 54 to 118

Memorial Day Weekend Night Lake Cruise on Sunday, May 24th

 Sun, 24 May at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 25 to 47

Hip Hop Vs Reggae White Attire Yacht Party (Chicago)

 Sat, 06 Jun at 12:45 pm Anita Dee Yacht Charters USD 50 to 535

Good Company x Black Yacht Weekend: Beach Fest Juneteenth Celebration

 Sat, 20 Jun at 03:00 pm Whispers at Oak Street Beach USD 23 to 109

R&B Vs Reggae All White Attire Yacht Party (3 Levels) Chicago

 Fri, 10 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 535

July 4th Weekend Kickoff Fireworks Booze Cruise!

 Wed, 01 Jul at 07:30 pm Summer Of George USD 31 to 54

Saturday Night Fireworks Booze Cruise!

 Sat, 15 Aug at 08:30 pm Chicago Lakefront Cruises USD 49 to 95

RNB Vs Hip Hop White Attire Yacht Cruise (Chicago) 3 Levels

 Sun, 28 Jun at 06:45 pm Anita Dee Yacht Charters USD 45 to 482

La Vieja Escuela Perreo y Sazón

 Sat, 20 Jun at 12:30 pm Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location) USD 26 to 42

Fireworks & Sunset Yacht Party 3 Levels (Chicago)

 Sat, 30 May at 06:45 pm Anita Dee Yacht Charters USD 61 to 642

Summer Bash All White Attire Yacht Party (Chicago) 3 Levels

 Sun, 05 Jul at 01:15 pm Anita Dee Yacht Charters USD 50 to 482

Swiftie Booze Cruise Labor Day Weekend!

 Sun, 06 Sep at 03:30 pm Summer Of George USD 31 to 60

The R&B Cruise - Juneteenth All Black Party

 Fri, 19 Jun at 08:00 pm Anita Dee Yacht Charters USD 47 to 97

TOAST ALL WHITE CARIBBEAN YACHT PARTY: CHI PARTY WEEKEND 2026

 Sun, 21 Jun at 06:30 pm Anita Dee Yacht Charters USD 62 to 122

Rock The Boat Chicago All White Yacht Party Memorial Day Weekend 2026

 Fri, 22 May at 11:45 pm Anita Dee Yacht Charters

The Saturday Night Cruise -R&B | Live DJ | Two Bars

 Sat, 09 May at 08:00 pm Island Party Hut USD 63 to 97

80s y 90s en Español: Afternoon Boat Party

 Sat, 18 Jul at 03:30 pm Chicago Lakefront Cruises USD 43 to 118

The Pilsen Cruise (Latin Beats Boat Party) and Fireworks Show!

 Sat, 20 Jun at 08:00 pm Summer of George - Chicago Lakefront Cruises USD 39 to 109

The Great Gatsby Boat Party

 Sat, 16 May at 06:00 pm 112 E Wacker Dr USD 250

Rodney Atkins Live on the Water!

 Sat, 30 May at 06:00 pm 600 E Grand Ave Chicago, IL

“The Lake House” (Labor Day Cruise)

 Mon, 07 Sep at 05:00 pm Chicago Lakefront Cruises USD 54 to 118

The Friday Night Cruise - R&B Vibes | Live DJ | Two Bars

 Fri, 08 May at 08:00 pm Island Party Hut USD 58 to 91

LA PRIVADA VIP (yacht Party)

 Fri, 05 Jun at 06:45 pm 200 N Breakwater Access USD 45

Fireworks Party Boat Cruise!

 Sat, 06 Jun at 07:30 pm 900 S Wells St USD 49

90s Forever Yacht Party at Anita Dee Yacht Charters

 Sun, 31 May at 06:45 pm Anita Dee Yacht Charters

Afro Fusion Sunday Funday

 Sun, 24 May at 11:00 pm Le Nocturne Chicago USD 0 to 55

Chicago Fireworks Booze Cruise!

 Sat, 06 Jun at 08:00 pm Chicago Lakefront Cruises USD 45

Saturday Night Labor Day Fireworks Booze Cruise!

 Sat, 05 Sep at 08:00 pm Chicago Lakefront Cruises USD 49 to 95

Chicago Fireworks Booze Cruise!

 Sat, 27 Jun at 07:30 pm Chicago Lakefront Cruises USD 45 to 65

Dukes & Boots Skyline Yacht Party (3 Levels) Chicago

 Sun, 19 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 535

SUMMER WAVE YACHT PARTY

 Sat, 18 Jul at 12:30 pm Anita Dee Yacht Charters USD 45 to 82

Fashion & Fine Arts Dinner Cruise

 Sun, 24 May at 06:30 pm Navy Pier USD 215 to 269

OutPro LGBTQ+ Networking Annual Lake Cruise - Chicago

 Thu, 21 May at 05:15 pm City Cruises USD 0 to 157

CHILE ENTERTAINMENT LLC presents: SUMMER KICK-OFF Boat Party Experience

 Sat, 30 May at 08:00 pm Summer Of George USD 61

Salesforce Connections: Welcome Party River Cruise

 Tue, 02 Jun at 06:30 pm 112 E Wacker Dr Free

“The Lake House” (Sunset Cruise) 7/12

 Sun, 12 Jul at 05:00 pm Chicago Lakefront Cruises USD 54 to 118

Saturday Afternoon Booze Cruise!

 Sat, 15 Aug Chicago Lakefront Cruises USD 35 to 55

Memorial Day Fireworks Booze Cruise!

 Sat, 23 May at 08:00 pm Chicago Lakefront Cruises USD 45 to 55

BAD PLUMA – Dance Party and Fireworks Cruise

 Sat, 18 Jul at 07:30 pm 900 S Wells St USD 43 to 118

Multi-genre, guitar-driven, Hall of Famer Michael Charles and His Band on The Tall Ship Windy

 Fri, 22 May at 07:00 pm Tall Ship Windy

Sunday Mimosas & R&B Cruise - Live DJ | Two Bars

 Sun, 10 May at 03:00 pm Island Party Hut USD 63 to 97

Pretty in Pink - Daytime Yacht Party at Anita Dee Yacht Charters

 Sun, 17 May at 12:45 pm Anita Dee Yacht Charters

“The Lake House” (Sundown Cruise) 8/28

 Fri, 28 Aug at 08:00 pm Chicago Lakefront Cruises USD 54 to 118

AFRO FUSION YACHT CRUISE

 Sun, 19 Jul at 12:00 pm Anita Dee Yacht Charters USD 55 to 802

“The Lake House” (Sundown Cruise) 8/7

 Fri, 07 Aug at 07:30 pm Chicago Lakefront Cruises USD 54 to 118

NIGERIAN INDEPENDENCE DAY YACHT CRUISE

 Sun, 27 Sep at 12:00 pm Anita Dee Yacht Charters USD 55 to 802

House Vs. Reggaeton — Dance Party and Fireworks Cruise

 Sat, 29 Aug at 07:30 pm Summer Of George USD 43 to 118

Black Yacht Weekend - Something For The Summer Party Finale at Salt Shed - Outdoor Fairgrounds

 Sun, 21 Jun at 03:00 pm Salt Shed - Outdoor Fairgrounds

The Pilsen Cruise 2 (The Finale) Latin Beats Boat Party and Fireworks Show!

 Sat, 05 Sep at 07:30 pm Summer of George - Chicago Lakefront Cruises USD 39 to 109

Cruising The Waves Yacht Party

 Sat, 01 Aug at 06:00 pm River City Marina USD 178

Swiftie Booze Cruise Labor Day Weekend!

 Sun, 06 Sep at 03:00 pm Chicago Lakefront Cruises USD 30 to 50

Charisma Cruise

 Sat, 22 Aug at 12:30 pm Pinnacle Yachts - DuSable Harbor USD 55

Father's Day Cruise

 Sun, 21 Jun at 07:00 pm 900 S Wells St USD 71

YBFCC WEEKEND!

 Fri, 19 Jun at 06:00 pm Joy District USD 55 to 1,069

Diva Doll Nautical Cruise and Lunch Date

 Sat, 18 Jul at 12:00 pm Navy Pier USD 41 to 82

Black Yacht Weekend - Fireworks Yacht Party at Anita Dee Yacht Charters

 Sat, 20 Jun at 06:45 pm Anita Dee Yacht Charters

Arctic Wolf & Ingram Micro Chicago Cruise

 Thu, 11 Jun at 05:30 pm Navy Pier Free

OPENING DAY 2026 - THE START OF OUR 30TH SEASON AT NAVY PIER! 1996-2026

 Fri, 15 May at 01:00 pm 700 E Grand Ave - Navy Pier, Chicago, IL, United States, Illinois 60611

North Shore on the Lake 2026

 Sat, 12 Sep at 12:00 pm City Cruises Chicago Navy Pier USD 0 to 162

The Wednesday Night R&b Cruise

 Wed, 06 May at 08:00 pm Island Party Hut USD 63 to 97

Yacht Rock Party at Ina Mae Tavern

 Sun, 24 May at 11:00 am Ina Mae Free

Elijah Cruise W/ Oudi + Glamor Mirage + Bre Morrissey

 Fri, 29 May at 08:00 pm Reggies Bananna's Shack

2026 Chicago Taste Fest Booze Cruise

 Sat, 11 Jul at 06:00 am 337 E Randolph St USD 109 to 162

Chicago City Tour

 Mon, 14 Sep at 07:00 am Chicago, Illinois

Branch Family Reunion 2026

 Sat, 29 Aug at 11:00 am Lincoln Park Zoo USD 82