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Nov. 2, 2023 | Kick off the holiday season by welcoming Santa

Santa Sails The Seadog by City Cruises to Harry Caray’s Tavern Navy Pier

CHICAGO – Kick off the holiday season by welcoming Santa as he makes his grand entrance by boat on the iconic Seadog operated by City Cruises before heading to Harry Caray’s Tavern for brunch, photo ops, live music, and the grand opening of its winter pop-up, the Lakefront Lodge!

Fresh off his appearance at the Wintrust Magnificent Mile Lights Festival, Santa will trade in his sled for the Seadog and sail to Navy Pier for Brunch with Santa at Harry Caray’s Tavern’s new pop-up, the Lakefront Lodge. Watch him make his grand entrance aboard the Seadog by City Cruises at noon as the Chicago Fire Department welcomes him into the harbor with their impressive water cannons. Upon his arrival at Navy Pier, he’ll head to Harry Caray’s for photo ops, delicious brunch bites, and live holiday music by local musician, Kathleen Lane.

What: Santa arrives by Seadog for Brunch at the Lakefront Lodge
Where: Lakefront Lodge at Harry Caray’s Tavern on Navy Pier, 700 E. Grand Avenue, Chicago, IL 60611, T: (312) 527-9700 |
When: Sunday, November 19

Santa Arrives | 12 p.m.
Brunch with Santa* | 12 p.m. – 3 p.m.
Live Holiday Music | 12:30 p.m. -3 p.m.

*Reservations strongly encouraged; a $10 deposit per person is required for reservations and will be applied to the bill.

Click here for images.


Located on Lake Michigan, Navy Pier is the top nonprofit tourism destination in the Midwest, stretching more than six city blocks and typically welcoming nearly 9 million annual guests. Originally opened in 1916 as a shipping and recreation facility, this Chicago landmark showcases more than 50 acres of parks, restaurants, attractions, retail shops, sightseeing and dining cruise boats, exposition facilities and more. The Pier celebrated its 100th anniversary in 2016 with the unveiling of the iconic Centennial Wheel, Polk Bros Park, Fifth Third Bank Family Pavilion and Peoples Energy Welcome Pavilion. In 2021, Navy Pier continued to usher in its second century with ongoing Pier-wide redevelopment efforts—including Sable, a 223-room Hilton hotel, new restaurants and partnerships, and thrilling additions to Pier Park. The Pier is also proud to continue providing free, year-round arts and cultural programming designed to inspire, educate and connect communities across the city and globe. Click here to donate to Navy Pier, a mission-driven 501(c)(3) organization, in support of the organization’s post-pandemic revival and free public programming. For more information, visit


Located near the main entrance to Navy Pier, Harry Caray’s Tavern’s waterfront location, family friendly menu, and extensive collection of sports and pop culture memorabilia combine to create a one-of-a-kind dining experience for guests of all ages. The mahogany paneled walls and beautifully crafted display cabinets feature a rotating collection of museum-quality sports and pop culture treasures, including an extensive collection of artifacts, photographs and vintage newspapers celebrating Chicago sports legends, cinematic classics, and pop culture icons past and present.


Enjoy the cozy comfort of a winter cabin without leaving the city! Beginning in November, the atrium and patio at Harry Caray’s Tavern on Navy Pier transforms into Lakefront Lodge – a festive winter lodge overlooking the city and mesmerizing icy Lake Michigan. Complete with a fireplace, leather seating, and cozy rustic touches throughout, Lakefront Lodge is the perfect venue for private parties and group gatherings looking for a relaxing but interactive experience. Guests are invited to stay warm inside sipping on specialty beverages & enjoying tasty bites, or grab a blanket to bundle up and have some fun on the patio featuring a private curling rink, heated igloo, and firepits.

Lakefront Lodge opens its doors November 19, 2023 and will be warmly welcoming guests and private events all winter long through February 2024. Lakefront Lodge is available to book for private events and holiday parties. Standard rental includes the lodge space located in the atrium of Harry Caray’s Tavern along with a private curling rink, heated igloo, and firepit on the patio. The lodge can accommodate groups of up to 30 guests. For larger groups, a full buyout of the restaurant is available and can accommodate parties of up to 300 guests. A private Whiskey Tasting Experience and additional add-ons are available for an additional fee.


City Cruises Chicago delivers a diverse range of offerings on Lake Michigan and the Chicago River, including dining cruises, sightseeing tours, and exhilarating speedboat thrill rides. Enjoy year-round dining options, with three distinct experiences: Signature, featuring a lively chef-prepared buffet; Premier, offering an elegant three-course meal served with table service; and Premier Plus, an elevated three-course dining experience of utmost sophistication. Dining cruises are complemented by dynamic DJ entertainment and dancing, along with unbeatable views of the city skyline. Looking to celebrate the holiday season? Discover special holiday cruises hosted on Thanksgiving, Christmas, New Year’s Eve, and New Year’s Day. Additionally, City Cruises offer exclusive private and semi-private bookings for weddings, birthdays, corporate events, and other celebrations. Explore more and book your cruise experience at


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