December on the Chicago River has its own kind of magic — crisp air, twinkling lights reflecting off the water, and the city buzzing with holiday cheer. And this year, that magic comes with a familiar face in a red suit.
That’s right… Santa is officially returning to the Chicago Boat Company for one weekend only! After having such a blast with our guests last year, he’s stepping away from the North Pole and hopping back behind the helm to captain a series of special holiday cruises.
Whether you’re looking for a festive family outing, a cozy holiday date night, or a memorable way to celebrate with friends, our Santa Cruises offer a unique way to enjoy the season.
🎅 Santa Behind the Wheel? You Bet.
• If you’ve ever wondered what Santa’s side hustle is, look no further — he’s a natural on the Chicago River. Guests will enjoy:
• A private, 60-minute Heated Duffy Cruise for up to 6 passengers
• A cheerful, fully costumed Santa as your captain
• Festive cookies and holiday cheer onboard
• A warm, cozy cabin perfect for cold-weather cruising
At $280, this experience is a one-of-a-kind way to celebrate the season without braving the crowds.
📅 One Weekend Only
December 19–21
If you missed it last year (or simply want to make it a new annual tradition), now’s your chance. This is a limited, three-day event, once Santa cruises back to the North Pole, he won’t return until 2026.
Why Santa Cruises Are a December Favorite
Guests love these cruises for the mix of magic, nostalgia, and pure holiday fun.
Parents get fun holiday photos. Couples get a storybook winter date. Friends get a cozy, festive escape with skyline views.
There’s truly nothing like gliding down the river with holiday lights twinkling around you, especially when Santa himself is at the helm.
🎁 A Memory Worth Making
If you’re looking for something special to do this month, this is it. A Santa Cruise is the perfect way to slow down, make a memory, and experience Chicago in a whole new way during the holidays.
🍪🥛
Availability is limited, and these spots book fast — so grab your cruise here before they’re gone!
