Chicago Boat Tours

Yacht Rental – Charter one of Chicago's most luxurious Italian yachts for an unforgettable day on the water. Enjoy swimming, sunbathing, or cruising the city skyline with up to 13 guests. Perfect for birthdays, bachelor/bachelorette parties, corporate events, and special celebrations. The yacht comes fully equipped with a kitchen, bathrooms, coolers, and a powerful Bluetooth sound system for a complete luxury experience.

Start times are flexible depending on our availability. Please inquire.

Cruise the Chicago River with a private captain and enjoy a curated Chicago River dining experience. We create a custom itinerary with restaurant reservations along the Riverwalk, so you can arrive by boat, enjoy dinner or drinks, and continue cruising through the city lights. The experience includes 1½ hr. cruise; 2 hr. dinner; 1½ hr. cruise. (Customer pays for their own dinner.) • $1,235 | 5 hours

We leave Burnham Harbor heading North along the beautiful Chicago Skyline towards Playpen, where we anchor to enjoy all activities, including food, drinks, swimming, and fireworks shows at Navy Pier. Chicago River trips are also available upon previous arrangements due to the additional time needed.

''Enjoy a 4-hour private yacht charter on Lake Michigan, cruising along Chicago's iconic skyline. Perfect for sightseeing, celebrations, or a relaxing escape.''

Start your day on the water with a relaxing morning yacht charter on Lake Michigan. Enjoy the calm waters, fresh lake breeze, and stunning views of the Chicago skyline before the crowds arrive. Perfect for brunch cruises, family outings, or a peaceful escape with friends. Up to 12 guests.

Chicago's largest chartered catamaran with comfortable seating, shaded cockpit, restroom, Bluetooth, galley, refrigerator, and incredible skyline views. Its wide, stable design offers plenty of room to relax, celebrate, and enjoy the lake.

Whether you seek an affordable private leisure tour of Chicago, a thrilling speedboat adventure, or a blend of both, Blackhawk Boat Tours has you covered. Tour highlights include iconic landmarks such as Willis Tower, The Merchandise Mart, Centennial Fountain and Arc, Chicago Harbor Light, and Soldier Field.

Enjoy a two-hour sail on Lake Michigan with one of Chicago's most established sailing schools. Relax and enjoy the skyline, help sail the boat, or do a little of both. Up to six guests may bring food and drinks. Swimming may be available when conditions allow. Once payment is made through this site, we can communicate directly. To secure this reservation with us, the full payment is due within 45 days; earlier bookings require a 50% deposit.