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Freedom Seekers Boat Tours

Our Journey

In 2009, owner, Eugene Calloway Jr. purchased what he thought was just another residential real estate investment. Many years later, he would find that this property and its connection to the Little Calumet River would have a rich history. He recognized the opportunity to learn and share the value of his establishment and its surrounding area.
Freedom Seekers Boat Tours is an organization that offers pontoon and kayak tours/rentals along the Little Calumet River. We ensure that the Forest Preserves are accessible to all while also promoting Chicago's historical significance to the Underground Railroad. Our team is dedicated to providing an unforgettable experience, showcasing the natural beauty of the area, and sharing the rich history of the region. Our passion for adventure and commitment to excellence sets us apart from the rest, making us the top choice for exploring the waterways of Chicago.
Meet the Team



Jenae Calloway
Eugene Calloway Jr.
Sheilah Calloway
CTO
Founder and CEO
COO



Elijah Calloway
Rod Boston
Eugene Calloway III
Business Developer
Business Developer
Business Developer
Our Partners
Midwest
Underground
Railroad
Network

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