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

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

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 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

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

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

Halloween Boat Party (3 Levels) Costumes Optional (Chicago)

Sun, 26 Oct at 06:45 pm Anita Dee Yacht Charters USD 50 to 637

Blue Boats Presents: HABIBI HALLOWEEN BOAT PARTY 2025 | CHICAGO

Sat, 01 Nov at 12:30 pm Anita Dee Yacht Charters USD 44 to 431

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

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

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

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 Lincoln Park Bar Crawl

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

Bahamas V-Day Cruise 2026

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

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

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

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 River North Bar Crawl | Afternoon

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

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

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

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 Wrigleyville Bar Crawl

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

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

Thames Voyager Evening Cruise (from Chicago)

Thu, 27 Nov at 06:45 pm Chicago O'Hare International Airport USD 2,491