10 Boat Tours & Water Sports in Central That You Shouldn't Miss

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!

Only the Chicago Architecture Center and Chicago's First Lady Cruises can showcase Chicago's world renowned city architecture with style, class and comfort on the official Chicago Architecture Foundation Center River Cruise aboard Chicago's First Lady. Open-air and air-conditioned seating is available. Learn about the architecture and design of over 50 buildings as described by CAC-certified volunteer docents/guides on this 90-minute tour that showcases all three branches of the Chicago River. Full-service bar aboard each vessel. All tours depart from the Chicago Riverwalk at Michigan Ave. and Wacker Dr. (southeast corner of the Michigan Avenue Bridge). Look for our blue awning.

Kayak Tours, Rentals, and Lessons on the Chicago River. Located on the Chicago Riverwalk. Enter Riverwalk at Columbus and Wacker. The second location on the lakefront at Monroe Harbor.

Sailboat charters in Chicago on Lake Michigan for up to 6 people.

Experience the other side of Lake Shore Drive We offer completely customized boat Charters and Rentals. We have multiple boats ranging from 37' to 50' in length. Cruises start at 1.5 hours for a wonderful skyline tour of Chicago.

Climb aboard Chicago's largest sailing catamaran, Latitude Adjustment. 3rd Coast Charters offers private cruises and lessons for all ages and all occasions. You can enjoy your own exclusive experience with our catered Corporate Outings, Bachelor or Bachelorette parties and family gatherings utilizing our optional Yacht Concierge. From morning brunch to moonlight cruises and everything in-between, 3rd Coast Charters give you and your guests an experience that will last a lifetime. Make your special occasion memorable with one of our private cruises. Captain and crew promise a great day or evening out on the water plus concierge and catering options available to make it truly unforgettable!

Come Sailing, Inc. is Chicago's premier private sailing charters. Daily sunset sails offer views of the skyline that can't be beat. Fireworks charters on Wed & Sat evenings in Chicago offer experiences not to be missed. Kick back and let our experienced crew treat you to spectacular sailing along Chicago's beautiful lakefront!

Join us for a 2 hour private Chicago sailing charter, for groups of 2-6, departing from Burnham Harbor 5 times per day, 7 days per week. Please visit our website, call, text, or email and BOOK a Chicago sailing tour today! https://saltydogchicago.com.

Come Aboard “New Adventure” - Spacious cockpit has seating for six and the Captain & Crew. This luxury sailboat has two staterooms, a full sized bathroom, galley and living room with dining table. Air conditioning, TV, DVD and stereo are just some of the features to make your experience enjoyable. New Adventure is docked in Burnham Harbor, Lake Michigan (near Soldier Field). Get involved, take the wheel, help with the sails, or just sit back, relax and enjoy. Every adventure is unique, different and tailored to what you want to do: sail, anchor for a swim, or motor through the harbors. Bring your phone’s playlist and we can pipe the music up to the cockpit area. Once you book your charter, the boat is all yours - we do not combine groups.

Storm Warning Fishing Charters offers the best experience for your Chicago fishing charter. Enjoy your Chicago fishing trip out on Lake Michigan with our boat rentals. Trust only Storm Warning Fishing Charters for the best experience for Lake Michigan fishing charters. Contact us and book a fishing trip today!