Chicago Cruises

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Chicago Brunch Cruise
Experience Chicago’s amazing skyline views from a unique vantage point on board this unforgettable 2 hour brunch cruise. With unsurpassed views of the Sears Tower, the John Hancock Tower, to the Museum campus and the Aon Center, you’ll be seduced by the luxury and spaciousness of the three climate-controlled dining and observation decks while sailing on the world-famous harbor.
Length: Approx. 2 hours
Price: From $69.22



Chicago Lunch Cruise
Welcome aboard Chicago’s largest luxury yacht at Navy Pier! Tantalize your taste buds and discover Chicago’s wonderful city skyline on this two-hour lunch cruise. While you cruise, and enjoy a freshly prepared three-course meal, you’ll enjoy magnificent views of the Windy City skyline and hear your favorite music from a live trio. Lunch includes an extensive menu of creative appetizers, entrees and desserts. Bring an appetite as the food is delicious, plentiful and prepared freshly to your specifications.
Length: Approx. 2 hours
Price: From $55.62



Chicago Dinner Cruise
Step aboard the Chicago Dinner Cruise and enjoy a three-hour escape on Lake Michigan. Relaxing in the elegant ambiance that only a true luxury cruising vessel can provide, you’ll sail along the lake shore and have unmatched views of the world-famous Chicago skyline. For an experience that begins well before the cruise departs, arrive early dressed in your most festive attire. Enjoy the electric atmosphere of Navy Pier, alive with wandering entertainers and remarkable views that offer a taste of the experience to come.
The Captain and crew will greet you as you step aboard, and the ship’s photographer will record the moment for your party. Once on deck, your host will greet you and escort you to your private table, where your wait staff will introduce themselves and give you the opportunity to decide how you’d like them to pace your service. From the three climate-controlled dining decks to the Observation deck, the dinner cruise offers a unique setting with understated Art Deco accents, reminiscent of the classic ocean liners. Be sure to visit the Captain’s bridge, open to all passengers throughout most of the cruise. A menu of creative seasonal hors d’oeuvres, appetizers, entrees and desserts is freshly prepared onboard daily, perfectly complemented by an excellent wine list. With soft piano music, spacious dance floors on each deck and live music provided by a five-piece band, the entertainment doesn’t end until well after the ship returns to the pier. Dance to everything from classic jazz to contemporary favorites.
Length: Approx. 3 hours
Price: From $103.22



Chicago Halloween Haunted Cruise
Add a new adventure to your Halloween festivities this year. Come join all the fun on a haunted one hour speedboat cruise on Lake Michigan. You will be welcomed by a ghostly character who will narrate the speedboat cruise and inform you of interesting supernatural and odd occurrences that have taken place in Chicago since the city’s inception. This is a frightfully exciting experience for the whole family with kids encouraged to come in costume.
Length: Approx. 60 minutes
Price: From $29.89





About UPchicago Team

Urban Philosophy is a way of thinking that you develop when you’re a true city person. Whether you’ve spent your whole life living in Manhattan, or you just moved from small-town Iowa to the city of Chicago, the longer you stay, the more you come to understand what it means to live in a city. Our Urban Philosophy is that no matter who you are, where you are from, and what your likes and dislikes may be, there’s something for everyone in city life.

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