Entertainment Cruises will offer a wide variety of cruises throughout summer that are guaranteed to make it one to remember. Guests can enjoy everything from a country music night on the water to an enriching Chicago history cruise sponsored by Chicago History Museum.


View the full list of events and details below. Dates available upon request.


Country Night Cruises- Guests will be treated to a live country music show in partnership with Joe’s Live, great food and fun this summer on a floating concert venue, the Spirit of Chicago.


Menu: Food is available for purchase during the event

Board: 6:00pm | Cruise: 7:00pm to 9:00pm

Price: from $33.09 per adult | Must be 21 or older with ID


‘Cruise into the Weekend’ Series - Including both beer and wine flight cruises, this Thursday night series departs Navy Pier at 8:15pm and will travel for 75 minutes down the Chicago River.

The beer flight cruise, titled ‘A Cruise of Blood, Sweat and Beers’, will offer beer flights from Hopothesis Beer Company in tandem with narration about the civil unrest in correlation to beer. At four points throughout the cruise, guests will sample beers including Seadog’s private label, The Flying Buttress. There will be no speedboat ride on this tour and all passengers must be 21 or over.


$36.95 per person.

Board: 8pm Cruise: 8:15-9:30pm


The Wine Flight River Cruises will offer four wine tastings and informative commentary from Seadog Sommelier, Chris Pawlisz, who will discuss all things wine and fine in Chicago. There will be no speedboat ride on this tour and all passengers must be 21 or over.


$36.95 per person.

Board: 8pm Cruise: 8:15-9:30pm


Gospel Lunch Cruise - Guests can enjoy live entertainment, a newly revamped all-you-can-eat-buffet and good fellowship. This two-hour cruise along Chicago’s magnificent lakefront is perfect for an afternoon getaway. Inspired live gospel music will be performed by Tecora Rogers and the Chicago Spirituals.


Gospel Lunch Cruise: Board 11:00am, Cruise 12:00pm to 2:00pm

Afternoon Gospel Lunch Cruise: Board 3:00pm, Cruise 3:30pm to 5:30pm

Pricing: from $49.90 per person



Full Moon Dinner Cruise - Step aboard one of Entertainment Cruises’ three dining boats – Odyssey, Spirit of Chicago, or Mystic Blue –  for an unforgettable evening under a star-studded, moonlit sky. Guests can enjoy delicious appetizers and entrées prepared fresh onboard daily. Local mixologists will be serving signature cocktails to accompany dessert. After dinner, guests can stroll to the outside decks and take in the spectacular sights of Chicago when the moon’s at its fullest, illuminating the city skyline.


Cabaret Lunch Cruise - This two-hour cruise along Chicago’s magnificent lakefront is perfect for an afternoon getaway, birthday, church group, entertaining out-of-town guests – you name it. Seniors will enjoy this truly interactive entertainment experience with the Spirit of Chicago Cabaret Show. Guests can expect a broad repertoire – everything from sing-along show tunes to jazz standards while incorporating fascinating facts about the iconic Chicago skyline. The Society of American Travel Writers voted the Chicago skyline, as seen from a boat, one of the top ten most spectacular panoramic views in all of America.


Board: Noon | Cruise: 12:30pm to 2:30pm

Price: From $36.90 per adult


Chicago History Cruise - This two-hour cruise along Chicago’s magnificent lakefront features exciting views of Chicago’s most famous architecture and landmarks. Guests can cruise and delight in Spirit of Chicago’s new menus by Chopped champion Chef Eric B LeVine, sit back and learn about Chicago’s history and iconic buildings with narration provided by Chicago History Museum’s expert curatorial staff, including Jill Austin, Joy Bivins, Libby Mahoney, John Russick and Petra Slinkard.


Board: Noon

Cruise: 12:30pm to 2:30pm

Price: from $36.90 per adult


Seadog & Chicago Children’s Museum Package -Seadog Cruises and Chicago Children’s Museum have come together to offer a special Lakefront Speedboat Tour and Museum Admission Package. Guests can enjoy a 30-minute Lakefront Speedboat Tour jam-packed with music, entertainment and fun. Pair the speedboat ride with a visit to Chicago Children’s Museum, located at Navy Pier, where exhibits and playful programs invite kids and their families to splash, climb, build, create, explore and discover.


Price: $29.90 per person


To book tickets for any of the above cruises, please call 866.305.2469 for Odyssey, 866.273.2469 for Sprit of Chicago, 877.299.7783 for Mystic Blue, 888.636.7737 for Seadog or Book your Cruise Online


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