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Sailing Vacations & Yacht Charters Illinois

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

Luxury Sailing Yacht Charters

Sailing & Yacht Charters Chicago, Illinois

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 CruisesSailing & Yacht Charters Chicago, Illinois
Contact For Rates & Specials!

Free Spirit Yacht Cruises

Sailing & Yacht Charters Chicago, Illinois

Playin' Hooky ChartersSailing & Yacht Charters Chicago, Illinois
Contact For Rates & Specials!

Playin' Hooky Charters

Sailing & Yacht Charters Chicago, Illinois

Anita Dee Yacht ChartersSailing & Yacht Charters Chicago, Illinois
Contact For Rates & Specials!

Anita Dee Yacht Charters

Sailing & Yacht Charters Chicago, Illinois

Confusion Sportfishing ChartersSailing & Yacht Charters Winthrop Harbor, Illinois
Contact For Rates & Specials!

Confusion Sportfishing Charters

Sailing & Yacht Charters Winthrop Harbor, Illinois

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Rates From US $17 Per Month    » View Details

Sailing Trips & Private Charters Illinois

Come sail away on our sailing trips in Illinois. Enjoy sailing on your vacation and spend the day out on the water. Our sailing tours in Illinois 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 sailing in Illinois and plan your vacation today!


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