As the summer sun begins to shine, there’s no better way to enjoy the beautiful city of Chicago than from the deck of a boat. With its magnificent skyline and picturesque waterways, Chicago offers an array of boating experiences that are sure to make your summer unforgettable. And with 2025 boasting some of the best options for boat rentals in recent years, now is the perfect time to set sail.

First on our list is “Windy City Sailing,” renowned for their impressive fleet and exceptional service. Whether you’re looking for a romantic sunset sail or an exciting day out with friends, they have something for everyone. Their boats range from sleek two-person dinghies to luxurious yachts capable of hosting parties up to ten people. Each rental comes with all necessary safety equipment and optional add-ons such as catering services or professional skippers.

Next up is “Chicago Boat Rentals,” offering affordable rates without compromising on quality or safety. They offer a variety of vessels including powerboats, pontoon boats, and even paddleboards for those looking for a more active experience on Lake Michigan. Their convenient downtown location makes them an excellent choice for both locals and tourists alike.

For those seeking luxury, “Adeline’s Sea Moose” provides private yacht charters that combine elegance with adventure. This stunning 68-foot Chris Craft yacht features four decks, a full bar, and panoramic views – making it perfect for special occasions or corporate events.

If speed is what you crave then “Jet Ski Chicago” has got you covered. As well as providing thrilling jet ski rentals they also offer guided tours around Lake Michigan where you can take in iconic sights like Navy Pier and Buckingham Fountain at high speeds.

For something more relaxed consider “Kayak Chicago”. Alongside kayak rentals they provide guided tours down the serene Chicago River – ideal if you’re seeking tranquility amidst bustling city life.

Lastly but by no means least we have “Offshore Marina”. This family-run business has been operating for over 20 years and offers a diverse fleet of high-quality boats. They pride themselves on their friendly service, affordable prices, and commitment to customer safety.

In conclusion, boat rental chicago scene in 2025 is thriving with options to suit every taste and budget. From adrenaline-fueled jet ski rides to leisurely yacht cruises, there’s truly something for everyone. So why wait? Grab your sunscreen, gather your friends or loved ones, and sail into summer with an unforgettable boating experience in the Windy City.

Anita Dee Yacht Charters
200 N Breakwater Access, Chicago, IL 60601
312-379-3191