Livin’ the Dream on the Lake is

Just a Phone Call Away

Charter a Boat for a Fun Experience With Family and Friends, Taking in the Scenic and Pristine Views

Boats for Charter in Chicago, IL

You can’t buy happiness, but you can charter a boat! Livin the Dream Charters, LLC is here to fulfill all your sailing dreams with our adventure chartering service in Chicago. All you have to do is tell us what and when you want it, and we will make it happen!

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An Opportunity for Fun

We specialize in providing our guests with exciting, safe, and unforgettable experiences on the water. Whether you are planning a day out with friends and family or looking for a unique corporate event, we've got you covered. Our charters offer a range of activities, from fun parties to sightseeing and relaxing cruises. With Livin the Dream Charters, LLC, you can customize your experience to fit your preferences.

Livin the Dream Charters, LLC
Livin the Dream Charters, LLC
Livin the Dream Charters, LLC

Hire a Boat

To book your charter, visit our booking site and select the date, time, and type of charter you're interested in. You can also contact us to discuss your options with one of our experienced and friendly staff members.

Our team is dedicated to ensuring your safety and comfort throughout your journey, and we take pride in providing exceptional customer service. We're here to answer any questions you may have about our charters, so don't hesitate to reach out.

A Relaxing Trip for You

If you're looking for a sightseeing experience, we offer scenic cruises that will take you along the beautiful lake-front and offer stunning views of the city. Our charters come equipped with all the necessary gear and equipment, so all you have to do is to have fun.

Livin the Dream Charters, LLC

What Our Customers Are Saying

"Absolutely fantastic experience from start to finish. Kevin was incredibly fast to reply to every message, and the boat itself was amazing — very roomy, with plenty of space to spread out and relax. We couldn't have asked for a better day on the water."

— Kristin

"We had an amazing experience renting this boat for our bachelorette trip! The boat was beautiful, spacious, and perfect for our group. The captains were fantastic and made the entire day so much fun. We had an incredible time and would absolutely recommend this experience!"

— McKenzie

"Captain Kevin was an absolute pleasure to work with from start to finish! He was incredibly responsive to all of our inquiries and went above and beyond to ensure our event was a success. The boat itself exceeded our expectations — clean, well-maintained. I would highly recommend Captain Kevin to anyone looking for a reliable, accommodating, and experienced boat rental service."

— Ashley

"Had an awesome day on the water! Communication was so easy and the boat was pristine! Every girl on the trip I planned said they would absolutely book the exact same boat if they ever had to plan a bachelorette or any kind of trip! Nothing could've been improved! It was perfect."

— Emma

Livin the Dream Charters, LLC