Chicago is a city of two waterfronts. Both Lake Michigan and the Chicago River offer stunning views of the city skyline, especially at night when Chicago’s most iconic buildings are all lit up. And there’s no better way to experience these breathtaking vistas than on a waterfront cruise.

City Cruises offers a wide variety of dinner cruises in Chicago, whether you’re looking for a casual daytime meal or an elegant evening out. Here are just a few of their signature cruise options that are guaranteed to create an unforgettable experience.

Dinner cruises on the Chicago River

City Cruises Chicago River
City Cruises Chicago River

Dinner cruises along the Chicago River are offered aboard the Odyssey Chicago River, a state-of-the-art, glass-enclosed vessel that features 360-degree views of the surrounding cityscape. Sail past some of the city’s most well-known landmarks, including the Tribune Tower, the Wrigley Building, the Chicago Riverwalk, and more.

City Cruises Chicago River
City Cruises Chicago River

The experience includes a refined, plated dinner while you gaze up at Chicago’s incredible architecture. An onboard DJ and dance floor add to the fun. The single-level vessel includes an open-air outdoor deck and a climate-controlled interior for year-round cruising. It’s the perfect option for a romantic date or a special occasion. Upgrade to a window table for the very best views.

Chicago dinner cruises on Lake Michigan

City Cruises
City Cruises

A dinner cruise on Lake Michigan is truly magical. You’ll be dining aboard an elegant multi-level yacht with a climate-controlled interior and an outdoor observation deck where you can watch the sunset against the Chicago skyline. Enjoy picture-perfect moments as you sail past iconic landmarks like the Willis Tower, Buckingham Fountain, and the Adler Planetarium.

City Cruises
City Cruises

If you can pull yourself away from the view, you can enjoy a chef-prepared meal that comes either plated or buffet style. Dinner cruises typically last two to three hours and include a fully stocked bar, creative cocktails, dancing, music or live DJ entertainment, and more.

Fireworks dinner cruises in Chicago

City Cruises with a fireworks view
City Cruises

Summer in Chicago means it’s time for the free Navy Pier fireworks series. These breathtaking displays happen every Wednesday and Saturday evening throughout the summer, and there’s no better place to enjoy them than on a fireworks dinner cruise.

The Fourth of July in Chicago is also a great time to catch a spectacular fireworks show on the water. You’ll find plenty of dinner cruise options that offer unobstructed views of the holiday fireworks, both on the Chicago River and Lake Michigan.

Holiday dinner cruises in Chicago

City Cruises dinner
City Cruises

Looking to do something a little different this year? A holiday is the perfect occasion for a boat cruise, whether it’s a daytime Easter brunch or an all-out New Year’s Eve celebration. These special holiday dining cruises typically include an elegant meal, full bar, music, dancing, and unbeatable city views. You’ll find holiday cruises on the Chicago River and Lake Michigan all year long, including Easter, St. Patrick’s Day, Mother’s Day, Father’s Day, Thanksgiving, New Year’s Eve, and beyond.

Brunch and lunch cruises

Two friends drink cocktails on an Odyssey River Cruise

If you’re looking for something more casual, brunch and lunch cruises are a great way to go. You can sip mimosas while admiring architecture on the Chicago River or watch the sun sparkle off the waters of Lake Michigan. A brunch or lunch cruise may include a delicious buffet-style or plated meal, bottomless mimosas, picturesque views, and DJ entertainment. Some cruises include informational narration so you can learn more about the city’s iconic skyscrapers and landmarks as you enjoy your meal.

Check out more boat cruise options in Chicago, including architecture tours, fast-paced thrill rides, and sightseeing cruises.