Best Charter Boats in Chicago

Why These Charter Boats?

Our goal is to connect people with the best local experts. We scored Chicago Charter Boats on more than 25 variables across five categories, and analyzed the results to give you a hand-picked list of the best.

Reviewed Curated Top Picks 714 433 13

Our Selection Criteria:

  • 1. Availability

    Consistently approachable and responsive, so customers never feel ignored.

  • 2. Qualifications

    Building customer confidence with licensing, accreditations, and awards.

  • 3. Reputation

    A history of delighted customers and outstanding service.

  • 4. Experience

    Masters of their craft, based on years of practical experience and education.

  • 5. Professionalism

    Providing service with honesty, reliability, and respect.

Read more about our selection process

Anita Dee Yacht Charters

Anita Dee Yacht Charters has specialized in customized “private and exclusive” yacht charter services for over 30 years. Their fully equipped boats can accommodate up to 135 or 400 guests and also provide catering and entertainment. Anita Dee Yacht Charters has hosted corporate events, wedding celebrations, social and school events, and special event dates. Former customers speak highly of their friendly and accommodating staff, and catering service.

Chicago, IL 60601


Free Spirit Yacht Cruises

Free Spirit Yacht Cruises provides private yacht charters on Lake Michigan for residents and tourists in the Chicago metro area. This family owned business offers two luxury yachts, one smaller for intimate parties, wedding proposals, and meetings, and the larger yacht which accommodates up to 120 people. Select charter cruises are also available - fireworks, air and water shows, 4th of July, and more. Former customers speak highly of their informative tours, spacious boats, and customer service.

Chicago, IL 60605


Wrong city? Here are some nearby places: