Chitown Boating

Chicago Boat Charters

Live Your Best Boat Life in Chitown

Chicago Boat Charters

The perfect day on the water is always on a luxurious yacht or boat. Explore them all and find the best option for your upcoming boat rental. We promise it'll be an unforgettable experience on the water.


Chitown Boating

Chicago’s Newest Marketplace for boat rentals, skyline cruises, river cruises, yacht charters, and playpen charters! Miami, San Diego, Cancun, Puerto Vallarta, and Cabo boat rentals also available.

The Perfect Day On The Water

Rent a Luxurious Yacht or Boat

We promise it'll be an unforgettable experience on the water.

Boating Experiences

We offer several unique and memorable experiences on the lake whether you want to enjoy the beautiful Chicago skyline, or party in the playpen.

Monroe Harbor

Anchor at Monroe Harbor with a great 360 view of High-Rise buildings, Buckingham Fountain, Grant Park, Navy Pier, and Lake Michigan.


Hang out at the Chicago Playpen where all the boats anchor and party it up.

River Cruise

See some of the greatest architecture with the High-Rise buildings in Downtown Chicago with a River Cruise.

Night Cruise

See a beautiful Chicago Skyline with the amazing High-Rise buildings lit up at night.

Sunset Cruise

See an amazing sunset overlooking the Chicago Skyline from Lake Michigan.

Skyline Cruise

See the beautiful Chicago Skyline from Lake Michigan with a Skyline Cruise.

Fireworks Cruise

See the Fireworks on Lake Michigan on a Wednesday or Saturday night. 

Our Happy Customers
Our Happy Customers
The skyline views were breathtaking and the music was perfect for the occasion. The party on the boat was even better than I expected. I highly recommend Chitown Boating for your next yacht rental!
— David S
Our Happy Customers
The views were amazing and it was the perfect setting for a dinner with friends. It was so relaxing and we all had a great time. I would highly recommend Chitown Boating for anyone looking for a memorable experience on the water.
— Nikki S

Special Events

Are you looking for a unique venue to celebrate something special? If so, we have the right boat for you. We have some phenomenal boats for any occasion.



Bachelorette Parties

Corporate Events


I Just Want To Party On A Boat

Our Boating Partners

Chitown Boating has partnerships with yacht owners in vacation destinations like Cancun, Cabo San Lucas, Miami, Puerto Vallarta, and San Diego.