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

Chicago Memorial Day Weekend Cruise | All White Attire Party

 Sun, 24 May at 09:00 pm Spirit of Chicago Yacht USD 27 to 57

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

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

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

In My 2000s Era Yacht Party (Chicago) 3 Levels

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

July 4th, Fireworks Cruise!

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

July 4th, Independence Day Cruise!

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

Hip Hop Vs Juke Sunset Yacht Cruise (Chicago) Anita Dee 2

 Fri, 24 Apr at 06:45 pm Anita Dee Yacht Charters USD 29 to 429

Totally 80s Yacht Party (Chicago) "Flashback On The Water"

 Fri, 24 Apr at 06:45 pm Anita Dee Yacht Charters USD 45 to 429

Reggaeton Fireworks Booze Cruise

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

Memorial Day Fireworks Booze Cruise!

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

Black Yacht Weekend 2026: Juneteenth Kickoff Party w/ ODeal

 Fri, 19 Jun at 06:00 pm Vertiport Chicago USD 58

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

 Sat, 30 May at 01:15 pm Anita Dee Yacht Charters USD 50 to 637

Chicago Labor Day Weekend All White Attire Party Cruise

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

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

House Vs Freestyle Yacht Fiesta Ft. The Bad Boy Richie Rich (Chicago)

 Sun, 03 May at 06:45 pm Anita Dee Yacht Charters USD 45 to 429

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

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

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

All White Attire Fireworks Yacht Cruise 3 Levels (Chicago)

 Sat, 23 May at 06:45 pm Anita Dee Yacht Charters USD 61 to 642

Mother's Day Adults Only Sunset River Cruise on Sunday May 10th

 Sun, 10 May at 07:00 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

Summer Kickoff River & Lake Evening Cruise on Saturday, May 9th

 Sat, 09 May at 08:00 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 25 to 47

Chicago Fireworks Booze Cruise!

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

Mother's Day (Daytime) Celebration Yacht Cruise(Chicago) 3 Levels

 Sun, 10 May at 12:45 pm Anita Dee Yacht Charters USD 45 to 637

BRUNCH & R&B SPRING CRUISE

 Sun, 26 Apr at 01:30 pm Anita Dee Yacht Charters USD 45 to 535

Mother's Day (Evening) Sip & Sail Yacht Party (Chicago) 3 Levels

 Sun, 10 May at 06:15 pm Anita Dee Yacht Charters USD 45 to 637

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

Fireworks Yacht Cruise (Black Yacht WKD) Chicago (3 Levels)

 Sat, 20 Jun at 06:45 pm Anita Dee Yacht Charters USD 55 to 637

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

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

Cinco De Mayo Weekend Booze Cruise!

 Sat, 02 May at 03:30 pm Chicago Lakefront Cruises USD 43 to 72

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

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

Daytime Disco Yacht Party (Chicago) 3 Levels

 Sun, 07 Jun at 12:45 pm Anita Dee Yacht Charters USD 45 to 482

Anita Dee II Dusable Harbor (TEMPLATE)

 Mon, 11 May 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 35

Cinco De Mayo Booze Cruise!

 Sat, 02 May at 03:00 pm Chicago Lakefront Cruises USD 35

Hip Hop Vs Reggae Yacht Party (Chicago)

 Sat, 06 Jun at 12:45 pm Anita Dee Yacht Charters USD 45 to 482

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

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

Sunset Slow Jams Yacht Cruise (Chicago) 3 Levels

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

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

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

 Sat, 25 Jul at 12:45 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

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

 Sat, 11 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 535

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

All White Attire Fireworks Yacht Party 3 Levels (Chicago)

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

Saturday Night Fireworks Booze Cruise!

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

Rodney Atkins Live on the Water!

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

Summer Kickoff River & Lake Afternoon Cruise on Saturday, May 9th

 Sat, 09 May at 04:00 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

Chicago Fireworks Booze Cruise!

 Sat, 06 Jun Summer Of George USD 43 to 66

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

90s Forever Yacht Party at Anita Dee Yacht Charters

 Sun, 31 May Anita Dee Yacht Charters

R&B BRUNCH

 Sun, 03 May at 01:30 pm 200 N Breakwater Access USD 55 to 535

“The Lake House” (Sundown Cruise) 6/12

 Fri, 12 Jun at 08:00 pm Chicago Lakefront Cruises USD 54 to 118

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

“The Lake House” (Sundown Cruise) 7/3

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

“The Lake House” (Labor Day Cruise)

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

The R&B Cruise - Juneteenth All Black Party

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

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

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

Swiftie Booze Cruise Labor Day Weekend!

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

Saturday Afternoon Booze Cruise!

 Sat, 15 Aug at 04:30 pm Chicago Lakefront Cruises USD 37 to 78

TOAST: All White Caribbean Yacht Party CHI PARTY WEEKEND 2026

 Sun, 21 Jun at 06:30 pm Anita Dee Yacht Charters USD 62 to 92

The Great Gatsby Boat Party

 Sat, 16 May at 06:30 pm 112 E Wacker Dr USD 250

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

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

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

Saturday Night Labor Day Fireworks Booze Cruise!

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

Dukes & Boots Skyline Yacht Party (3 Levels) Chicago

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

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

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

NIGERIAN INDEPENDENCE DAY YACHT CRUISE

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

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

OutPro LGBTQ+ Networking Annual Lake Cruise - Chicago

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

Fashion & Fine Arts Dinner Cruise

 Sun, 24 May at 06:30 pm Navy Pier USD 189 to 269

“The Lake House” (Sunset Cruise) 7/12

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

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

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

Salesforce Connections: Welcome Party River Cruise

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

The Wednesday Night R&b Cruise

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

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

 Sat, 20 Jun Anita Dee Yacht Charters

SUMMER WAVE YACHT PARTY

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

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

Charisma Cruise

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

Mother's Day Cruise

 Sun, 10 May at 08:00 pm 900 S Wells St USD 98

Father's Day Cruise

 Sun, 21 Jun at 07:00 pm 900 S Wells St USD 98

Cruising The Waves Yacht Party

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

Arctic Wolf & Ingram Micro Chicago Cruise

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

Your Boyfriend Can’t Cook Pt. 2

 Sun, 21 Jun at 06:00 pm Joy District USD 55 to 856

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