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.
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.
Playpen
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.
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.
Engagements
Birthdays
Bachelorette Parties
Corporate Events
Anniversaries
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.