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 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.
Amazing views, great music, and nonstop fun. The boat was perfect for celebrating with friends and we had an absolute blast the entire time. Highly recommend Chitown Boating for anyone looking to turn a boat day into a party.
Chitown boating is the go to for a fun day on the water. From dancing with the girls with the views of Chicago in the background. To Jessy and the team making you feel comfortable from the moment you step on! I would book with them every-time for summertime Chi!
If you’re boating in chi, you’re messing up if you don’t do it with Chitownboating! From the energy to the vibes, nothing else compares.
The best boating experience I’ve ever had! From boarding to docking Chitown Boating provided a fun, extremely safe and professional experience. I’ve used Chitown Boating for family days with the kids and big celebrations. This team is perfect for any occasion. Highly recommend if you want to enjoy the best of Chicago’s water scene with the best people!
Nothing but smiles. Our son diving off the swim platform into the playpen says it all. Chitown Boating delivered an unforgettable day. Perfect for family memories.
Had an absolute blast DJing on Chitown Boating! The atmosphere was incredible, the boat was amazing, and the captain made the whole process easy for me. Chitown Boating is a great option for anyone looking to take their party to the water. Highly recommended!
Incredible views, awesome music, and nonstop fun from start to finish. The boat was perfect for celebrating with friends, and we had an absolute blast the entire time.If you’re looking to turn a regular boat day into an unforgettable party, Chitown Boating is the way to go. Highly recommend!
Great music, amazing vibes, and nonstop fun from start to finish. The owners are fantastic and make the whole experience even better – truly the perfect way to spend a day on the water.
Everyone knows Chicago summers are elite, and Chi Town Boating makes sure you soak up every second. My girls and I had the best time from start to finish. Unreal skyline views and the perfect playlist. If you’re doing summer in the city, this is the move.
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!
Chitown Boating delivered the perfect Chicago experience! From partying in the Playpen to cruising the Chicago River, every moment was a blast. The boat was plenty big enough for our group of 12. Can’t wait to do it again!
Need a fun time in the play pen!? You’ve found the perfect boat! Captain Nikki will take you safe and sound to the playpen and also be your biggest hype people! 5 stars all around!
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 Trusted Boating Partners ⚓
Chitown Boating has partnerships with yacht owners in vacation destinations like Cancun, Cabo San Lucas, Miami, Puerto Vallarta, San Diego, and St. Petersburg.
Explore our Chicago Boating Guides
How to Book a Boat Charter in Chicago (Step-by-Step Guide)
New to renting a boat in Chicago? This step-by-step guide explains how to book a boat charter, choose a captain, understand pricing, and prepare for charter day.
What Is the Playpen in Chicago? A First-Timer’s Guide
Curious about the Playpen in Chicago? Learn what it is, why it’s popular with boaters, and how to enjoy this iconic Chicago boating spot safely and responsibly.
Best Boat for a Bachelorette Party in Chicago
Planning a bachelorette party in Chicago? Explore different boat options, features to look for, and tips for a fun and memorable celebration on Lake Michigan.
Do Chicago Boat Rentals Include a Captain? What You Need to Know
Do Chicago boat rentals include a captain? Learn how USCG regulations affect captain selection, why captains are booked separately, and what to expect when renting a private boat in Chicago.
How Much Does It Cost to Rent a Boat in Chicago?
Wondering how much it costs to rent a boat in Chicago? This guide breaks down average Chicago boat rental prices, what’s included in a private boat charter, and how to budget for your day on Lake Michigan.