Sail with Captain Santa on a Heated Duffy Boat River Cruise

Who needs a mall Santa photo op? For one weekend only, Santa is ditching his sleigh and hopping aboard the Chicago River to captain Chicago Boat Company’s Heated Duffy Boats for a truly magical holiday experience, running December 19 through 21. Departing from Chicago Boat Company’s Marina City location at 300 N. State St., these festive cruises offer a one-of-a-kind way to celebrate the season right in the heart of the city.

Families are invited to bundle up and enjoy a 60-minute cruise with Captain Santa himself, taking in twinkling city lights, iconic architecture, and holiday cheer from the warmth of a fully enclosed, heated boat. Each cruise accommodates up to six passengers, making it ideal for families, small groups, and holiday-loving locals. Guests are encouraged to wear cozy winter pajamas, Santa hats, and earmuffs for unforgettable “Holidays in Chicago” photo ops, while Santa spreads jolliness and hands out holiday cookies along the way. Cruises are $280 per hour, and memories are guaranteed.