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Luxury Sailing Yacht Charters Chicago, Illinois Sailing & Yacht Charters
From USD $
200
per Trip

Luxury Sailing Yacht Charters

Chicago, Illinois Sailing & Yacht Charters

Sail away from it all without leaving the city. Relax and enjoy a luxurious, private sailing trip on Lake Michigan. Bask in the sun and listen to the wind and the water while enjoying the gorgeous Chicago skyline. World class sailing and service!

Free Spirit Yacht CruisesChicago, Illinois Sailing & Yacht Charters
Contact For Rates & Specials!

Free Spirit Yacht Cruises

Chicago, Illinois Sailing & Yacht Charters

Illinois Active: Sailing & Yacht Charters

Playin' Hooky ChartersChicago, Illinois Sailing & Yacht Charters
Contact For Rates & Specials!

Playin' Hooky Charters

Chicago, Illinois Sailing & Yacht Charters

Illinois Active: Sailing & Yacht Charters

Anita Dee Yacht ChartersChicago, Illinois Sailing & Yacht Charters
Contact For Rates & Specials!

Anita Dee Yacht Charters

Chicago, Illinois Sailing & Yacht Charters

Illinois Active: Sailing & Yacht Charters

Confusion Sportfishing ChartersWinthrop Harbor, Illinois Sailing & Yacht Charters
Contact For Rates & Specials!

Confusion Sportfishing Charters

Winthrop Harbor, Illinois Sailing & Yacht Charters

Illinois Active: Sailing & Yacht Charters



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Rates From US $17 Per Month    » View Details

Illinois Sailing Trips & Private Charters

Come sail away on our Illinois sailing trips. Enjoy sailing on your vacation and spend the day out on the water. Our Illinois sailing tours are a great activity for any traveler. You can relax and ride or learn to sail at one of our sailing schools. Our sailing adventures are a great addition to any vacation. Browse our Illinois sailing and plan your vacation today!



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