There’s no place like “Chicago” for the holidays! Tis the season, and there’s no better place to celebrate than in Chicago, where the city’s festive and vibrant spirit is on full display. The Windy City comes alive with no shortage of opportunities to embrace the cheer including a calendar full of holiday events, festivals, live music, and delicious local cuisine, both on the bustling streets and the serene waters. This year, make your holiday celebrations truly unforgettable by embarking on a City Cruises dining cruise in the Windy City. Step aboard and experience the magic of the holidays in a unique and memorable way.




Christmas 2024 in Chicago is the Perfect Place for a Charming Holiday

Chicago, a city known for its rich history, architectural wonders, and cultural influences, offers a unique blend of modernity and tradition. Chicago’s waterfront, especially along Lake Michigan or the Chicago River, is a captivating place to celebrate the holiday season. If you’re looking for some fun holiday-inspired activities to do in Chicago, then look no further than The Magnificent Mile Lights Festival, an annual spectacle that lights up Michigan Avenue, with Santa kicking off the season in style.

Fresh from his appearance at the Wintrust Magnificent Mile Lights Festival the previous day, Santa’s grand entrance aboard the Seadog by City Cruises will be at noon on Sunday, November 19th. Watch Santa trade in his sled for the Seadog by City Cruises and sail to Navy Pier for a special brunch event at Harry Caray’s Tavern. The Chicago Fire Department will welcome him into the harbor with their impressive water cannons. For more information and ticketing details, please visit the main event website at  Santa Sails the Seadog.

If you’re looking to get active, try ice skating at the Millennium Park ice skating rink. Lastly, what is Christmas without a Christmas tree? “Don’t miss one of Chicago’s biggest and brightest holiday traditions — the City of Chicago’s official Christmas Tree, a local tradition for more than 100 years.”, according to Choose Chicago. No matter what holiday activities you choose to partake in, it won’t be complete without a City Cruises dining cruise!


‘Tis the Season to Dine on Chicago’s Waters for Christmas

christmasDuring the holidays, we often find ourselves spending a ton of time navigating crowded malls and stores and in search of that perfect gift for that special someone or loved one. With endless to-do lists and jam-packed schedules, we can quickly become overwhelmed by stress. This is why it’s important to remember the “reason for the season”, spending quality time with friends and family and making life-long memories and traditions. There’s no better way to do that than by booking the Christmas Day Premier Dinner Cruise on Lake Michigan. Step aboard a City Cruises Chicago yacht and embark on an unforgettable evening on Lake Michigan filled with holiday magic and views of Chicago’s magnificent skyline. As you dine and dance on the tranquil waters, savor the joy and enchantment of the holidays with loved ones. Enjoy a sumptuous chef-prepared plated dinner while taking in the grandeur of Chicago’s architectural wonders. Inside our cozy, climate-controlled interiors, you can engage in heartfelt conversations and create lasting memories. For a breath of fresh air, head to the open-air decks to cool off, snap a photo against the breathtaking backdrop, and keep the festive spirit alive. Escape the holiday chaos with a fully stocked bar, entertaining games, and lively music courtesy of our DJ, all while cruising along Lake Michigan, creating unique holiday memories and starting new traditions.


All Is Calm, All Is Bright: Christmas Eve with City Cruises Chicago

Chicago knows how to celebrate the holidays in style! The city’s streets are lined with enchanting decorations and dazzling light displays. As we juggle decorations, recipes, shopping, and event planning leading up to December 25th, it’s easy to become caught up in the whirlwind. Amid the chaos, don’t forget to appreciate the joy and holiday magic that surrounds you. And if you aren’t looking to start any new Christmas Day traditions, there’s always Christmas Eve!

People at table with holiday garland in background.

City Cruises Chicago has two dining cruise options on Christmas Eve. Start the afternoon off with the Christmas Eve Premier Brunch Cruise on Lake Michigan for an elegant celebration. Indulge in the merriment with delicious cocktails and a brunch buffet that includes Breakfast Pastries, French Toast, Oven-Roasted Whitefish, Hand Carved Strip Loin, and Scottish Smoked Salmon just to name a few. Or if you are looking for a Christmas Eve evening on the water, hop aboard the Christmas Eve Premier Dinner Cruise on Lake Michigan. Delight in a magical evening on Lake Michigan with breathtaking views, mouthwatering cocktails, and a delicious chef-prepared plated dinner including California Clam Chowder, Smoked Chili-Rubbed Atlantic Salmon, and Za’atar Flat Iron Steak. Take in the sights from our cozy climate-controlled interiors or get some crisp fresh air on our open outdoor decks, where you’ll see famous buildings such as Willis Tower and the Adler Planetarium. No matter which option you choose, it’ll surely be added to your family’s Christmas celebration traditions.


Light Up the Holidays with a Chicago Fireworks Cruise

During select nights in December, experience an unforgettable evening aboard the Chicago Fireworks Premier Plus Dinner Cruise on the Chicago River. You’ll set sail through the famous Chicago River, where you’ll soak in the city’s remarkable architecture. Savor a chef-prepared plated dinner and specialty cocktails as you cruise beneath skyscrapers and iconic landmarks, including the DuSable Bridge, Merchandise Mart, Willis Tower, the Old Chicago Post Office, and more. As the cruise nears its conclusion, prepare to be blown away as the sky erupts in a dazzling display of color and the resounding echoes of Navy Pier’s fireworks show.

And don’t be shy about making plans for your New Year’s Eve celebrations. Join us for the best seat in town aboard The Odyssey Lake Michigan where you will ring in the new year with ABC7 Chicago anchors Terrell Brown and Cheryl Scott for an unforgettable evening on the water with a Chicago New Year’s Eve Premier Dinner Cruise on Lake Michigan, and welcome 2024 with delicious cocktails, dining, and dancing. This will be a fun-filled party you won’t want to miss!




Book Your Chicago Christmas Holiday Adventure with City Cruises Today

City Cruises can help make your family or group memories that last a lifetime. Their commitment to excellence and experience, it’s easy to see what makes them a standout choice for holiday festivities. With a range of cruises designed to fit different preferences and group sizes, City Cruises offers an unforgettable experience for all. Book your new holiday tradition today with City Cruises Chicago.