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Experience Chicago on the Water

Image by Carles Rabada

Choices Charters Luxury Yacht Rentals


The Choices Charters invites you to cruise with us along the beautiful blue waters of Lake Michigan and the Chicago River. Join us for private trips, spectacular views and unforgettable memories on a private yacht of your dreams! We are here to give you the very best boating experience possible by exceeding your expectations. 



A private boat dinner is the epitome of romance and luxury combined into one perfect evening. Imagine dining on a private yacht with a perfectly painted Lake Michigan sunset as your backdrop, your favorite song playing in the background, and gourmet food prepared by our Signature Chef Kathryn’s Soul. Kathryn's Soul's Catering has a romantic all inclusive menu designed to suit your every taste and need, with the option to cater to special diets. Catering is sold separately.

Our Rental Experiences

Captain Ed

Captain Ed is a US Coast Guard Certified, Licensed Captain. He is a Navy Veteran (Viet Nam Era). He has been boating for over 15 Years. His love for being on the water has led him to desiring that others experience the beauty and serenity of the Sea. Choices Charters is the result of Choice. Captain Ed strongly believes that “The Choices we make, dictate the lives that we lead.”  thus, the name of his boat and his desire to expose others to the beauty of the boating lifestyle.


Kathryn’s Soul

Kathryn Miles, chef and owner of Kathryn’s Soul. Her love for cooking and baking started at the very young age of 10. Her father noticed that she had a gift for cooking, so he began to encourage it.


In 2019, Kathryn decided to take a chance and pursue her passion. Kathryn’s Soul, a restaurant that offers quality comfort food made with love was born.