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How To Charter a Yacht [The Basics]Chicago Sailboat Charters offers Chicago's largest variety of captained charters for sailboats, yachts, and spacious boats, accommodating groups of 1 to The world's leading luxury yacht charter comparison site. View ALL superyachts available to rent, get expert advice from our comprehensive destination guides. Find and rent a boat in Chicago, Illinois starting at $75 / Hour. Choose from over watercraft including powerboats, yachts, pontoons, sailboats.
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