Cruise Events in Chicago

Check out happening cruise events all around Chicago, IL

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

 Fri, 31 Oct at 09:00 pm Spirit of Chicago Yacht USD 30 to 56

R&B Boo Bash Sweetest Day Yacht Party FT: Power 92 (DJ Nehpets)

 Sat, 18 Oct at 06:45 pm Anita Dee Yacht Charters USD 39 to 637

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

Juke Me Till I Scream Yacht Cruise FT: Power 92 (DJ Nehpets)

 Sun, 26 Oct at 06:45 pm Anita Dee Yacht Charters USD 39 to 429

2026 Chicago New Years Eve Fireworks Cruise - The Midnight Kiss

 Wed, 31 Dec at 09:00 pm Chicago Elite Yacht USD 269 to 344

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

Chicago Skyline Boat Party (All Black Attire) FT: Power 92s DJ Nehpets

 Sat, 04 Oct at 12:15 pm Anita Dee Yacht Charters USD 39 to 637

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

Denim Fall Ball Yacht Cruise FT: Power 92 (DJ Nehpets)

 Sat, 11 Oct at 06:45 pm Anita Dee Yacht Charters USD 39 to 637

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 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

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

St. Patrick's Day Lucky Charms Lake View Bar Crawl

 Sat, 14 Mar at 12:00 pm Lake View USD 19 to 60

St. Patrick's Day Lucky Charms West Loop Bar Crawl

 Sat, 14 Mar at 12:00 pm West Loop USD 19 to 60

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

R&B Vs Hip Hop Yacht Cruise (All Black Attire) FT: Power 92s DJ Nehpets

 Sat, 04 Oct at 12:15 pm Anita Dee Yacht Charters USD 39 to 637

St. Patrick's Day Lucky Charms Wicker Park Bar Crawl

 Sat, 14 Mar at 12:00 pm Wicker Park USD 19 to 60

St. Patrick's Day Lucky Charms Lincoln Park Bar Crawl

 Sat, 14 Mar at 12:00 pm Lincoln Park USD 14 to 60

St. Patrick's Day Lucky Charms River North Bar Crawl | Afternoon

 Sat, 14 Mar at 12:00 pm Headquarters Beercade USD 19 to 60

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

 Sat, 10 May at 08:30 pm Island Party Hut USD 52 to 97

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

St. Patrick's Day Lucky Charms River North Bar Crawl | Morning

 Sat, 14 Mar at 09:00 am River North USD 19 to 60

Bahamas V-Day Cruise 2026

 Fri, 13 Feb at 01:00 pm Miami, FL

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

 Fri, 09 May at 07:30 pm Island Party Hut USD 42 to 91

St. Patrick's Day Lucky Charms Wrigleyville Bar Crawl

 Sat, 14 Mar at 10:00 am Wrigleyville USD 19 to 60

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

 Mon, 29 Sep at 11:59 pm Chicagos First Lady

The Wednesday Night R&b Cruise

 Wed, 07 May at 08:00 pm Island Party Hut USD 52 to 97

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

City Cruises Chicago Seadog Haunted River Tour

Wed, 01 Oct at 12:00 am City Cruises

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

 Sat, 03 May at 12:00 pm Tours & Boats (boarding info and directions below) | Phone: 312-858-6955 USD 0 to 57