Top 7 Boat Tours & Water Sports in Streeterville, Illinois (IL)

TripAdvisor ranked Shoreline Sightseeing as the #1 Most Booked Tour in America! Shoreline Sightseeing is Chicago's leader in river and lake cruises! Featuring state-of-the-art tour boats and expert guides, Shoreline presents the Chicago skyline as you've never seen it before. With so many options among our lake and river cruises, we're sure to offer a tour your whole group will love. Our famous Architecture River Tours are led by knowledgeable and entertaining guides showcasing the city's rich architectural heritage. We also offer skyline lake tours, romantic sunset tours, and exciting fireworks cruises from which to see dazzling displays throughout the summer. Themed offerings include wine tasting cruises, brew cruises, 4th of July options, and St. Patrick's Day cruises. So set sail with Shoreline today, where every day is a celebration of Chicago!

When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.

Tall Ship Windy is Chicago's Official Tall Ship! Many sailing trips daily, May - Sept rain or shine! To see current schedule online, visit our website and click "buy tickets" We have a full service bar aboard This is a fun adventure, for all ages! Open May through September

Offering Architectural Cruises, covering the north and south branches of the Chicago River, Historical Lake and River, Cocktail Cocktail Cruises and Firework Cruise offered in the evening, all cruises are 90 minutes, and have complimentary Starbucks Coffee and soft drinks.

City Cruises offers the most fun and exciting ways to see the city. Choose from a 75-minute river and lake architectural tour, a 30-minute speedboat lake tour, or Seadog's newest doggie, the Seadog Extreme which, at 30% faster than her doggie siblings, features exhilarating high speeds and 180-360 degree spins. Seadog also offers Lakefront Firework Tours Memorial Day - Labor Day! We welcome day-of reservations. Please don't hesitate to reach out if you are looking to cruise today!

City Cruises delivers the most entertaining and unique combination of dining, dancing, entertainment and spectacular views. Groups up to 600 will enjoy buffet dining, an interactive cruise emcee, dance music and incredible skyline views – all for one affordable price. We offer a unique space for any event or celebration. Perfect for client entertaining, group parties, networking events, socials & more! Private space and customized cruises available. Cruising year-round from Navy Pier.