There's no better way to celebrate warm weather than with long days on the water! Whether you’re into getting a party boat on Lake Michigan, spending an afternoon kayaking the lakefront, or viewing the city's coolest buildings along the river, there’s a Chicago boat tour, cruise, or adventure calling your name. 

With so many options to choose from, we rounded up some of the most bucket list-worthy water activities from the river to the playpen to experience in Chicago this season.

Chicago's Top Boat Tours, Cruises, and Water Experiences

Lake Michigan Party Boat Cruise

Bring up to two dozen of your friends to cruise Lake Michigan in the ultimate party boat. Enjoy the Bluetooth sound systems, beer pong, and flip cup tables on the deck, and don't forget to hop out and go for a swim on extra hot days! All cruises are BYOB, with fireworks cruises available all summer long.

Chicago Skyline Tiki Cruise

Go full tiki on a Skyline cruise with two climate-controlled decks, two bars, two bathrooms, a premium sound system, and outdoor and indoor viewing areas. If you want to kick things up a notch, you can upgrade to the Admiral's Lounge, which features top-shelf alcohol, including the captain's private reserve. Your adventure starts on the Chicago Riverwalk when you board the vessel. Enjoy a beverage as you complete the unique experience of transiting the Chicago Locks before cruising Lake Michigan.

Private Yacht Charters

Rent your own private yacht for the day and take it for a spin on Lake Michigan’s cerulean waters! Knot My Boat Charters offers options ranging from sport cruisers to luxury yachts, so there’s a boat for any and every occasion. Each vessel is equipped with Bluetooth sound systems and multiple entertainment zones. Just bring snacks, drinks, and sunscreen!

Mimosa & Bloody Mary Cruise

Live out your Sunday Funday dreams with this weekly cruise featuring incredible views, tiki-chic vibes, and—most importantly—$3 mimosas and $5 bloody marys! You'll board at the Chicago Riverwalk and make your way through the locks before setting sail on Lake Michigan.

Keywester Private Charters

Round up five friends and go in on a private charter! Choose from 1, 2, or 3-hour charters, with the option to purchase drinks at the bar for the shorter trips or indulge in a complimentary drink package for 3-hour excursions. Make sure to have your playlist ready so you can jam out with the Fusion sound system while you soak up the skyline views.

Tahitian Private Charters

Have a summer birthday? Bachelorette party? Free Saturday afternoon? Tahitian Private Charters seats up to six people, comes with captain service and a drinks package, and has a Bluetooth system, a full bathroom, and even a waterslide! So it's the perfect option for easy party planning. Plus, swimming is allowed!

Chicago Architecture River Cruise

This one's a classic for a reason. Chicago was incorporated in 1837, and the city's rich history is apparent through its many decades of interesting and significant architecture—and there's no better place to admire Chicago's stunning architecture than from the water. Take a cruise and get up close and personal with some of the world's greatest buildings on an award-winning cruise.

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