Starting out on your sailing voyage can bring a mix of excitement and a touch of nervousness. At Windy City Sailing we aim to ensure you...

Celebrating your wedding anniversary is an occasion that deserves an unforgettable experience. Picture commemorating this milestone on...

Looking for a top-notch luxury yacht charter in Chicago? Look no further than Windy City Sailing! Whether you're seeking an escape...

Experience the magic of observing the Chicago Air Show from the setting of a yacht! Say goodbye to the crowded beaches. Come aboard for...